Month: September 2021

Electric Literature of 3616-56-6, These common heterocyclic compound, 3616-56-6, name is 2,2-Diethoxy-N,N-dimethylethanamine, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

EXAMPLE 269 2-[3-(2-Dimethylaminoethyl)aminophenyl]oxazolo[4,5-b]pyridine A mixture of 1.1 g., (0.005 mole) of 2-(3-aminophenyl)oxazolo[4,5-b]pyridine and 50 ml. of ethanol is reacted with dimethylaminoacetaldehyde [from 0.96 g. (0.006 mole) dimethylaminoacetaldehyde diethylacetal]by gentle heating to complete the intermediate Schiff base formation. The mixture is then cooled and 60 mg., (0.0015 mole) of sodium borohydride is added, and the mixture allowed to stir overnight at room temperature. Water is added, the solvents are removed in vacuo, and the residue is distributed between water and methylene chloride. The organic layer is dried and concentrated in vacuo to give crude 2-[3-(2-dimethylaminoethyl)aminophenyl]oxazolo[4,5-b]pyridine, purified via column chromatography using an alumina column with an ethylacetate-ether mixture (v/v 0-60percent ethylacetate) as eluant.

The synthetic route of 3616-56-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck & Co., Inc.; US4038396; (1977); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 57478-19-0, name is 4-(4-(Trifluoromethyl)phenoxy)aniline, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 57478-19-0

4-Amino-4′-trifluoromethyldiphenyl ether (15 g.) was added in small portions to a stirred solution of phosgene in toluene (180 ml, 12.5% solution) at 0. The mixture was refluxed, with stirring, for 3 hours. The solvent was removed in vacuo. Distillation gave 4-(4′-trifluoromethyl-phenoxy)phenylisocyanate as a pale yellow oil (8.1 g, boiling point 110-114, 0.5 mm).

According to the analysis of related databases, 57478-19-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Burroughs Wellcome Co.; US4816460; (1989); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 38336-04-8, These common heterocyclic compound, 38336-04-8, name is 2-(Benzyloxy)-1-ethanamine, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Compound 12 was synthesized by the method described in Synth. Commun.,25, 907 (1995), and Compound 13 and Compound 2 were synthesized by the method described in J. Ned. Chem., 38, 1673 (1995). Succinic anhydride (150.1 mg, 1.5 mmol) was gradually added to a pyridine solution (2.0 ml) of each of Compounds 12, 13 and 2 (1.0 mmol) at room temperature, followed by stirring at 100C for 1.5 to 4 hours, respectively. The reaction solution was cooled to room temperature, and 2 mol/l hydrochloric acid was added thereto, followed by extraction with dichloromethane. The organic layer was washed with a saturated brine, dried over anhydrous magnesium sulfate and then filtered. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (hexane:ethyl acetate = 1:3) to give each of Compounds 14 to 16, respectively (yield 92 to 100%). (Compound 14)1H-NMR (CDCl3, 400MHz) delta (ppm): 2.51 (2H, t, J=7.0Hz), 2.69 (2H, t, J=7.0Hz), 3.49 (2H, t, J=5.0Hz), 3.59 (2H, t, J=5.0Hz), 4.54 (2H, s), 6.20 (1H, t, J=5.0Hz), 7.31-7.42 (5H, m).13C-NMR (CDCl3, 75MHz) delta (ppm): 175.8 (C), 172.5 (C), 137.4 (C), 128.1 (CHx2), 127.5 (CH×2), 127.5 (CH), 72.6 (CH2), 68.2 (CH2), 39.1 (CH2), 30.2 (CH2), 29.2 (CH2). (Compound 15)1H-NMR (CDCl3, 400MHz) delta (ppm): 2.49 (2H, t, J=5.0Hz), 2.57 (2H, t, J=5.0Hz), 3.54 (2H, dd, J=7.2, 4.9Hz), 3.64 (2H, dd, J=7.2, 3.0Hz), 4.25-4.32 (1H, m), 4.50 (4H, s), 6.09 (1H, d, J=6.9Hz), 7.25-7.37 (10H, m).13C-NMR (CDCl3, 75MHz) delta (ppm): 175.8 (C), 171.6 (C), 137.7 (C×2), 128.3 (CHx4), 127.6 (CH×4), 127.6 (CH×2), 127.6 (C), 73.1 (CH2×2), 68.3 (CH2×2), 48.7 (CH), 30.6 (CH2), 29.6 (CH2). (Compound 16)1H-NMR (CDCl3, 400MHz) delta (ppm): 2.06 (2H, t, J=5.0Hz), 2.44 (2H, t, J=5.0Hz), 3.50-3.82 (14H, m), 4.09-4.16 (1H, m), 4.50 (2H, s), 4.50 (2H, s), 6.82 (1H, d, J=6.5Hz), 7.25-7.36 (20H, m).13C-NMR (CDCl3, 300MHz) delta (ppm): 175.3 (C), 172.0 (C), 137.9 (C×2), 137.7 (C×2), 128.2 (CH×4), 128.2 (CH×4), 127.7 (CH×4), 127.6 (CH×4), 127.5 (CH×2), 127.4 (CH×2), 78.9 (CH×2), 73.4 (CH2×2), 73.2 (CH2×2), 70.5 (CH2×2), 69.9 (CH2×2), 68.4 (CH2×2), 49.6 (CH), 30.1 (CH2), 30.0 (CH2). NHS (126.6 mg, 1.1 mmol), EDC (412.7 mg, 2.0 mmol) and triethylamine (0.11 ml, 0.8 mmol) were added to a tetrahydrofuran solution (45 ml) of each of Compounds 14 to 16 (1.0 mmol) in this order at room temperature, followed by refluxing for 2 to 4 hours. Then, 5% aqueous potassium hydrogensulfate solution was added to the reaction solution, followed by extraction with dichloromethane. The organic layer was washed with a saturated aqueous sodium hydrogencarbonate solution and a saturated brine in this order, dried over anhydrous magnesium sulfate and then filtered. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (hexane:ethyl acetate = 1:10) to give Compounds 17 to 19, respectively (yield 53 to 90%). (Compound 17)1H-NMR (CDCl3, 400MHz) delta (ppm): 2.61 (2H, t, J=7.0Hz), 2.87 (4H, s), 3.19 (2H, t, J=7.0Hz), 3.49 (2H, t, J=5.0Hz), 3.59 (2H, t, J=5.0Hz), 4.55 (2H, s), 6.13-6.25 (1H, m), 7.31-7.42 (5H, m).13C-NMR (CDCl3, 75MHz) delta (ppm): 170.1 (C×2), 169.1 (C), 168.2 (C), 137.8 (C), 128.5 (CH×2), 127.9 (CH××2), 127.9 (CH), 73.2 (CH2), 68.9 (CH2), 39.5 (CH2), 30.6 (CH2), 26.8 (CH2), 25.5 (CH2×2). (Compound 18)1H-NMR (CDCl3, 400MHz) delta (ppm): 2.59 (2H, t, J=5.5Hz), 2.79 (4H, s), 2.98 (2H, t, J=5.5Hz), 3.54 (2H, dd, J=7.5, 5.0Hz), 3.64 (2H, dd, J=7.5, 3.0Hz), 4.27-4.34 (1H, m), 4.51 (4H, s), 5.95 (1H, d, J=6.8Hz), 7.25-7.39 (10H, m). 13C-NMR (CDCl3, 75MHz) delta (ppm): 169.3 (C), 168.7 (C×2), 167.9 (C), 137.9 (C×2), 128.2 (CH×4), 127.6 (CHx4), 127.5 (CH×2), 73.1 (CH2×2), 68.3 (CH2×2), 48.6 (CH), 30.7 (CH2), 26.7 (CH2), 25.5 (CH2×2). (Compound 19)1H-NMR (CDCl3, 400MHz) delta (ppm): 2.12 (2H, t, J=5.8Hz), 2.77-2.82 (6H, m), 3.51-3.82 (14H, m), 4.09-4.17 (1H, m), 4.50 (2H, s), 4.51 (2H, s), 6.68 (1H, d, J=7.0Hz), 7.27-7.35 (20H, m).13C-NMR (CDCl3, 75MHz) delta (ppm): 169.2 (C), 68.7 (C×2), 167.8 (C), 138.0 (C×2), 137.8 (C×2), 128.3 (CH×4), 128.2 (CH×4), 127.7 (CH×4), 127.6 (CH×4), 127.4 (CH×4), 79.0 (CH×2), 73.4 (CH2×2), 73.3 (CH2×2), 70.6 (CH2×2), 70.0 (CH2×2), 68.5 (CH2×2), 49.4 (CH), 29.8 (CH2), 26.5 (CH2), 25.0 (CH2×2). N-(8-aminooctyl)benzamide hydrochloride (compound Ra-H·HCl) was synthesized by the method described in Synthesis, 917 (1988). Compound Ra-H·HCl (284.8 mg, 1.0 mmol) and triethylamine (0.14 ml, 1.0 mmol) were added to a tetrahydrofuran solution (20 ml) of each of Compounds 17 to 19 and 6 (1.0 mmol) in this order at room temperature, followed by stirring at the same temperature for 3 to 6 hours. Then, 5% aqueous potassium hydrogensulfate solution was added to the reaction solution, followed by extraction with chloroform. The organic layer was washed with a saturated aqueous sodium hydrogencarbonate solution and a saturated brine in this order, dried over anhydrous magnesium sulfate and then filtered. The solvent…

Statistics shows that 2-(Benzyloxy)-1-ethanamine is playing an increasingly important role. we look forward to future research findings about 38336-04-8.

Reference:
Patent; KYOWA HAKKO KOGYO CO., LTD.; Tecno Network Shikoku Co.,Ltd.; EP1550651; (2005); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 910251-11-5, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 910251-11-5, name is Potassium trifluoro(methoxymethyl)borate, This compound has unique chemical properties. The synthetic route is as follows.

Potassium methoxymethyltrifluoroborate (18 mg, 0.12 mmol), l-(6- bromospiro[chroman-2, 1 ‘-cyclobutan] -4-yl)-3 -( 1 ‘,4-dimethyl- 1 -phenyl- 1 H, 1 -[3 ,4′-bipyrazol] – 5-yl)urea (Example 34; 33 mg, 0.060 mmol), dichloro[l,l’-bis(diphenylphosphino)- ferrocene]palladium (II) dichloromethane adduct (9.8 mg, 0.012 mmol) and Cs2C03 (98 mg, 0.30 mmol) were combined in dioxane (2 mL) and water (0.5 mL) and degassed by bubbling N2 through the mixture for 10 minutes, The reaction was then sealed in a glass tube and heated at 100 C for 3 hours. The reaction was cooled, poured into brine (10 mL) and extracted with EtOAc (2 x 10 mL). The combined organic extracts were concentrated and purified by reverse- phase column chromatography using 0-70% acetonitrile/H20 as the eluent to provide the title compounds: l-(l’,4-dimethyl-l-phenyl-lH,rH-[3,4′-bipyrazol]-5-yl)-3-(6- (methoxymethyl)spiro[chroman-2, -cyclobutan]-4-yl)urea [second peak, 2.8 mg, 0.0055 mmol, 9.1% yield, MS (apci) m/z = 513.3 (M+H)] and l-(l’,4-dimethyl-l-phenyl-lH,l’H-[3,4′- bipyrazol]-5-yl)-3-(spiro[chroman-2, -cyclobutan]-4-yl)urea [first peak, 2.50 mg, 0.0053 mmol, 8.8% yield, MS (apci) m/z = 469.2 (M+H)].

The chemical industry reduces the impact on the environment during synthesis Potassium trifluoro(methoxymethyl)borate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; ARRAY BIOPHARMA INC.; ALLEN, Shelley; ANDREWS, Steven, Wade; BLAKE, James, F.; BRANDHUBER, Barbara, J.; HAAS, Julia; JIANG, Yutong; KERCHER, Timothy; KOLAKOWSKI, Gabrielle, R.; THOMAS, Allen, A.; WINSKI, Shannon, L.; WO2014/78454; (2014); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

These common heterocyclic compound, 2688-84-8, name is 2-Phenoxyaniline, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Quality Control of 2-Phenoxyaniline

A 100mL round bottom flask was charged with 1H-pyrrole-2-carboxaldehyde (1.862g, 20mmol), 2-Phenoxybenzenamine (3.704g, 20mmol) and 30mL methanol. After adding formic acid (0.01equiv, 0.2mmol), the mixture was stirred for 24h. The solution was evaporated to dryness, and recrystallized from CH2Cl2/n-hexane. Pure L1 was obtained as white powder. Yield: 4.82g, 92%. 1H NMR spectrum (400MHz, CDCl3, ppm), delta: 6.25(dd,1H), 6.62(dd,1H), 6.69(s,1H), 6.94(s,1H), 6.96(s,1H), 7.02(t,2H), 7.15(m,3H), 7.28(m,2H), 8.25 (s,1H), 9.32(s,1H). 13C NMR spectrum (100MHz, CDCl3,ppm), delta: 110.31, 116.50, 117.77, 120.9, 121.08, 122.45, 123.13, 124.75, 126.18, 129.52, 130.39, 143.95, 149.08, 150.72, 158.18. HRMS (m/z): [M+ H]+ calcd for 263.11789, found 263.11777.

The synthetic route of 2-Phenoxyaniline has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhang, Dan; Pang, Wenmin; Chen, Changle; Journal of Organometallic Chemistry; vol. 836-837; (2017); p. 56 – 61;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 91-16-7,Some common heterocyclic compound, 91-16-7, name is 1,2-Dimethoxybenzene, molecular formula is C8H10O2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

That is,A 30 mL Schlenk tube was charged with 1,2-dimethoxybenzene (76 muL, 0.6 mmol)GO containing 50.66 w% of oxygen (100 mg)And boron trifluoride-ethyl ether complex (2.0 mL, 16.2 mmol) were charged,And reacted at 60 C. for 8 hours.Here, in GO,The amount of potassium permanganate to be used at the time of synthesis of GO is set to 5 times the amount of potassium permanganate used in Example 7 is used.After the reaction, the GO was crushed with ultrasonic waves, and the filtrate was suction filtered while washing with chloroform, the filtrate was separated with chloroform and water, the organic layer was filtered with folded folded paper and the solvent was distilled off under reduced pressure with an evaporator And dried under reduced pressure. The yield was 83%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,2-Dimethoxybenzene, its application will become more common.

Reference:
Patent; OKAYAMA UNIVERSITY; NISHINA, YUTA; MORIOKU, KUMIKA; (13 pag.)JP2017/31106; (2017); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 366-99-4, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 366-99-4 as follows.

Step A: Preparation of 2-amino-N-(3-fluoro-4-methoxyphenyl)benzamide: To a stirred suspension of isatoic anhydride (1.63 g, 10 mmol) in 15 mL dioxane at room temperature under nitrogen was added powdered sodium hydroxide followed by 3-fluoro-4-methoxyaniline (1.41 g, 10 mmol). The mixture was immersed in a room temperature oil bath and slowly heated to reflux. Carbon dioxide gas evolution was evident. After stirring at reflux for 2 hours, the reaction mixture was cooled to room temperature and inorganics were filtered off with dioxane. The filtrate was concentrated to dryness to a brown solid. The crude product was dissolved in a minimum of hot 95% EtOH and crystals formed upon cooling. The crystals were filtered off and rinsed with a minimum of ice cold 95% EtOH to give a tan solid (1.0 g, 39%). 1H-NMR (400 MHz, CDCl3) delta 7.66 (br s, 1H), 7.50 (dd, 1H), 7.44 (dd, 1H), 7.26 (m, 1H), 7.17 (m, 1H), 6.95 (m, 1H), 6.71 (m, 2H), 5.50 (br s, 2H), 3.89 (s, 3H).

According to the analysis of related databases, 366-99-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Blake, James F.; Boyd, Steven Armen; De Meese, Jason; Fong, Kin Chiu; Gaudino, John J.; Kaplan, Tomas; Marlow, Allison L.; Seo, Jeongbeob; Thomas, Allen A.; Tian, Hongqi; Cohen, Frederick; Young, Wendy B.; US2007/238726; (2007); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 1758-46-9, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 1758-46-9, name is 2-Phenoxyethylamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a solution of 2-phenoxy-ethylamine (5 eq.) or 2-(2-methoxyphenoxy-)ethylamine (5 eq.) in 2-methoxyethanol(25 mL per mmol of amine) the appropriate aliphatic chloride33-39 (1 eq.) and KI (cat.) was added. The mixturewas refluxed for18-48 h and concentrated. The residue was suspended in CHCl3and washed with 1M NaOH, brine, dried over anhydrous Na2SO4and concentrated. The crude was purified by flash chromatographyto give the titled compound.

The synthetic route of 2-Phenoxyethylamine has been constantly updated, and we look forward to future research findings.

Reference:
Article; Franchini, Silvia; Sorbi, Claudia; Linciano, Pasquale; Carnevale, Gianluca; Tait, Annalisa; Ronsisvalle, Simone; Buccioni, Michela; Del Bello, Fabio; Cilia, Antonio; Pirona, Lorenza; Denora, Nunzio; Iacobazzi, Rosa Maria; Brasili, Livio; European Journal of Medicinal Chemistry; vol. 176; (2019); p. 310 – 325;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 41789-95-1, name is 1-(3-Methoxyphenyl)-N-methylmethanamine, belongs to ethers-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 41789-95-1, name: 1-(3-Methoxyphenyl)-N-methylmethanamine

Step B: A solution of 4-chlorocinnamic acid (2.0 g, 10.9 mmol) and N-methylmorpholine (1.7 mL, 15.3 mmol) in anhydrous methylene chloride (80 mL) was cooled to -20 C. and isobutyl chloroformate (1.5 mL, 11.6 mmol) was added dropwise. After 15 minutes, a solution of the amine from Step A above (1.66 g, 10.9 mmol) in anhydrous methylene chloride (20 mL) was added dropwise, then the reaction was allowed to warm to room temperature and stir under N2 for 3 hours. The mixture was washed with 1M sodium dihydrogen phosphate dihydrate (2×), H2O (2×), and brine, dried over sodium sulfate, filtered, and concentrated in vacuo. Purification via flash column chromatography (1:1 ethyl acetate/hexanes) yielded the desired amide (2.82 g, 82%) as a white solid: 1H NMR (300 MHz, CDCl3) delta 7.70 (dd, J=15.3, 4.8 Hz, 1H), 7.48 (d, J=8.4 Hz, 1H), 7.39 (d, J=8.4 Hz, 1H), 7.35 (d, J=8.4 Hz, 1H), 7.30 (d, J=8.4 Hz, 1H), 7.40-7.26 (m, 1H), 6.91 (d, J=15.3 Hz, 1H), 6.83 (s, 1H), 6.83 (d, J=12.3 Hz, 1H), 6.77 (d, J=15.3 Hz, 1H), 4.67 (d, J=12.3 Hz, 2H), 3.80 (s, 3H), 3.08 (d, J=4.2 Hz, 3H); ESI MS m/z 316 [M+H]+.; Step B: A solution of 4-chlorocinnamic acid (2.0 g, 10.9 mmol) and N-methylmorpholine (1.7 mL, 15.3 mmol) in anhydrous methylene chloride (80 mL) was cooled to -20 C. Isobutyl chloroformate (1.5 mL, 11.6 mmol) was added dropwise. After 15 minutes, a solution of the product from Step A (1.66 g, 10.9 mmol) in anhydrous methylene chloride (20 mL) was added dropwise. The reaction was allowed to warm to room temperature and stir under N2 for 3 hours. The reaction mixture was then washed with 1 M NaH2PO4.2H2O (2×), H2O (2×), and brine, then dried over sodium sulfate, filtered, and concentrated in vacuo. Purification via flash column chromatography (1:1 ethyl acetate/hexanes) yielded the desired amide (2.82 g, 82%) as a white solid: 1H NMR (300 MHz, CDCl3) delta 7.70 (dd, J=15.3, 4.8 Hz, 1H), 7.48 (d, J=8.4 Hz, 1H), 7.39 (d, J=8.4 Hz, 1H), 7.35 (d, J=8.4 Hz, 1H), 7.30 (d, J=8.4 Hz, 1H), 7.29 (m, 1H), 6.91 (d, J=15.3 Hz, 1H), 6.83 (s, 1H), 6.80 (m, 1H), 6.77 (d, J=15.3 Hz, 1H), 4.69-4.65 (m, 2H), 3.80 (s, 3H), 3.09-3.07 (m, 3H); ESI MS m/z=316 [C18H18ClNO2+H]+.; Step B: A solution of 4-chlorocinnamic acid (2.0 g, 10.9 mmol) and N-methylmorpholine (1.7 mL, 15.3 mmol) in anhydrous methylene chloride (80 mL) was cooled to -20 C. and isobutyl chloroformate (1.5 mL, 11.6 mmol) was added dropwise. After 15 minutes, a solution of the amine from Step A above (1.66 g, 10.9 mmol) in anhydrous methylene chloride (20 mL) was added dropwise, then the reaction was allowed to warm to room temperature and stir under N2 for 3 hours. The mixture was washed with 1M sodium dihydrogen phosphate dihydrate (2×), H2O (2×), and brine, dried over sodium sulfate, filtered, and concentrated in vacuo. Purification via flash column chromatography (1:1 ethyl acetate/hexanes) yielded the desired amide (2.82 g, 82%) as a white solid: 1H NMR (300 MHz, CDCl3) delta 7.70 (dd, J=15.3, 4.8 Hz, 1H), 7.48 (d, J=8.4 Hz, 1H), 7.39 (d, J=8.4 Hz, 1H), 7.35 (d, J=8.4 Hz, 1H), 7.30 (d, J=8.4 Hz, 1H), 7.40-7.26 (m, 1H), 6.91 (d, J=15.3 Hz, 1H), 6.83 (s, 1H), 6.83 (d, J=12.3 Hz, 1H), 6.77 (d, J=15.3 Hz, 1H), 4.67 (d, J=12.3 Hz, 2H), 3.80 (s, 3H), 3.08 (d, J=4.2 Hz, 3H); ESI MS m/z 316 [M+H]+.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; AMR Technology, Inc.; US2007/21408; (2007); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 2688-84-8, name is 2-Phenoxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C12H11NO

A suspension of 3-{4-(1-dodecyloxy)phenyl}propionic acid (0.60 g, 1.79 mmol) and thionyl chloride (0.64 g, 5.38 mmol) in benzene (7 ml) was refluxed under heating for 0.5 hours. To a residue obtained by evaporating the solvent under reduced pressure was added dichloromethane (14 ml) and, after adding thereto successively 2-phenoxyaniline (0.30 g, 1.63mmol) and triethylamine (0.54 g, 5.38 mmol) , the mixture was stirred at room temperature for 5 hours. The solvent was evaporated from the reaction solution, and the resultant residue was dissolved in ethyl acetate, washed with successive, water and a saturated sodium chloride aqueous solution, and dried over anhydrous magnesium sulfate, followed by evaporating the solvent under reduced pressure. Thus, there was obtained a crude crystal (0.65 g, 79%) of 3-[4-(1-dodecyloxy)phenyl]-N-(2-phenoxyphenyl)propionamide. A solution of 0.30 g (0.60 mmol) of the thus-obtained crude crystal in N,N-dimethylformamide (4 ml) was added to 60% sodium hydride (0.036 g, 0.70 mmol) having been washed1 with n-hexane and, after stirring at room temperature for 20 minutes, methyl bromoacetate (0.14 g, 0.90 mmol) was added thereto, followedby stirring at room temperature for 48 hours. The reaction solution was diluted with ethyl acetate, washed with successive, water and a saturated sodium chloride aqueous solution, and dried over anhydrous magnesium sulfate, followed by evaporating the solvent under reduced pressure. Purification of the thus-obtained residue through silica gel column chromatography (eluent: n-hexane/ethyl acetate = 5:1) yielded N-[3-{4-(1-dodecyloxy)phenyl}propionyl]-N-(2-phenoxyphenyl)glycine methyl ester (0.23 g) as a colorless oil.1H-NMR (300MHz, delta ppm in CDCl3) 0.88 (3H, t, J=7Hz), 1.20-1.45 (20H, m), 1.74 (2H, m), 2.43 (2H, m), 2.83 (2H,m), 3.69 (1H, d, J=17Hz), 3.73 (3H, s) , 3.89 (2H, t, J=7Hz), 4.87 (1H, d, J=17Hz), 6.72-7.50 (13H, m)

The synthetic route of 2688-84-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAISHO PHARMACEUTICAL CO., LTD; EP1466891; (2004); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem