Ethers-buliding-blocks

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 2734-70-5, name is 2,6-Dimethoxyaniline, A new synthetic method of this compound is introduced below., Recommanded Product: 2,6-Dimethoxyaniline

To a solution of 2,6-dimethoxyaniline (500 g, 3.25 mol, 1 eq) in DCM (5.0 L) was added 2,6- lutidine (1.5 L, 13.0 mol, 4 eq). The reaction mixture was cooled to 0 C (internal temperature) and CSC12 (374 mL, 4.88 mol, 1.5 eq) was added drop-wise. The reaction mixture was allowed to stir for 2 h. The solvent was then evaporated in vacuo, and the initial mass was purified by Si02 column to provide 2-isothiocyanato-1,3- dimethoxybenzene, Example 28.0 as white solid. LCMS-ESI (pos.) m/z: (M+H) = 196. 1H NMR (400 MHz, CDC13) oe 7.16 (t, J= 8.48 Hz, 1H), 6.55 (d, J= 8.48 Hz, 2H), 3.90 (app s, 6H).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; AMGEN INC.; CHEN, Yinhong; DRANSFIELD, Paul John; HARVEY, James S.; HEATH, Julie Anne; HOUZE, Jonathan; KHAKOO, Aarif Yusuf; KOPECKY, David J.; LAI, Su-Jen; MA, Zhihua; NISHIMURA, Nobuko; PATTAROPONG, Vatee; SWAMINATH, Gayathri; YEH, Wen-Chen; RAMSDEN, Philip Dean; (434 pag.)WO2018/93577; (2018); A1;,
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Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 51388-20-6, name is 4-(Benzyloxy)aniline hydrochloride, A new synthetic method of this compound is introduced below., HPLC of Formula: C13H14ClNO

Example 52-1 NL- (4-benzyloxyphenyl)-4-methoxybenzamidine To a solutionof 4-benzyloxyaniline hydrochloride (3g) in tetrahydrofuran (15ML), 1.OM sodium bis (trimethylsilyl) amide in tetrahydrofuran (26. 7ML) wasadded dropwise at room temperature. After the mixture was stirred for20min, anisonitrile (1.69g) was added.The reaction mixture was stirred for 4hrs, and then poured into 300ML OFice-water. The precipitates were collected by filtration, washed withdiisopropyl ether to give the target compound (3.3g).1H NMR (200MHZ, DMSO-D6, D) : 3.8 (3H, s), 5.05 (2H, s), 6.09 (2H, bs),6.74-6. 8 (2H, m), 6.96 (4H, d, J=8.5Hz), 7.29-7. 49 (5H, m), 7.92 (2H,d, J=8.9Hz).MS m/e: 333 (M+H) +.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; FUJISAWA PHARMACEUTICAL CO., LTD.; WO2004/99130; (2004); A2;,
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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. 5961-59-1, name is 4-Methoxy-N-methylaniline, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C8H11NO

Starting material Boc-L-phenylalanine (1) (2.90 g, 10.93 mmol, 1.5 eq.),1H-benzotriazol-1-yloxytripyrrolidinyl hexafluorophosphate (5.69 g, 10.93 mmol, 1.5 eq.) was added to 20 mL of dichloromethane and stirred for 30 min under ice bath;Then N,N-diisopropylethylamine (3.61 mL, 21.87 mmol, 3 eq.) was added.And N-methyl-4-aminoanisole (1.0 g 7.29 mmol, 1 eq.),Remove the ice bath and transfer to room temperature for stirring. TLC monitoring; after 6 hours, the reaction is completed.The solvent was distilled off under reduced pressure, and then 40 mL of saturated sodium hydrogen carbonate solution and 40 mL of dichloromethane were added to the residue, and the organic phase was separated and washed with 40 mL of 1N HCl solution.The organic phase was separated and washed with 40 mL of a saturated sodium chloride solution.The organic phase was dried over anhydrous sodium sulfate, filtered and evaporated.The obtained crude product was separated by silica gel column chromatography (eluent EA: PE = 1:8 v/v)Getting an intermediate(S)-(1-((4-Methoxyphenyl)(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamic acid tert-butyl ester (2) crude product 2.48 g, yellow oil, yield 88%.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 5961-59-1.

Reference:
Patent; Shandong University; Liu Xinyong; Sun Lin; Zhan Peng; Huang Tianguang; Li Guoxiong; Wu Gaoshan; (39 pag.)CN109796418; (2019); A;,
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Reference of 41789-95-1, A common heterocyclic compound, 41789-95-1, name is 1-(3-Methoxyphenyl)-N-methylmethanamine, molecular formula is C9H13NO, 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.

General procedure: Asolution of the cinnamic acid (5 mmol) and oxalyl chloride (5.5 mmol) in DCM(50 mL) and 2 drops of DMF was stirred at room temperature for 2h, untilevolution of CO2 had ceased.The DCM was removed by rotary evaporation, the residue dissolved in CHCl3(30 mL) and the CHCl3 removed by rotary evaporation to remove anyexcess oxalyl chloride. The residue wasdissolved in DCM (20 mL) and added to a stirred solution of the benzylamine(6.5 mmol) and triethylamine (7 mmol) in DCM (100 mL) at 0 C. The reaction was stirred at room temperaturefor 1h, washed with 2M aq. HCl (30 mL), water (30 mL) and 2M aq. K2CO3(30 mL) and dried (MgSO4). Removal of the solvent gave a solid which was recrystallised fromEtOAc/petroleum ether. (E)-N-(3-Methoxy-benzyl)-N-methyl-3-phenyl-acrylamide 9e. Obtained as a colourles oil (77% yield), spectroscopically identical to the literature.5

The synthetic route of 41789-95-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; King, Frank D.; Caddick, Stephen; Tetrahedron; vol. 69; 40; (2013); p. 8592 – 8601;,
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Electric Literature of 5414-19-7, These common heterocyclic compound, 5414-19-7, name is 1-Bromo-2-(2-bromoethoxy)ethane, 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.

Under an argon atmosphere, NaH (4.11 g, 103 mmol, 60% purity) was added to a solution of ethyl 2-(4-bromophenyl)acetate (10 g, 41.1 mmol) in anhydrous DMF (200 mL) at 0C. The resulting mixture was stirred at 0C for 0.5 h. l-bromo-2-(2-bromoethoxy)ethane (9.5 g, 41.1 mmol) was added and then stirred at 0C for 1 h. NaH (4.11 g, 103 mmol, 60% purity) was added, and the reaction stirred at 0C for an additional 1 h. The resulting mixture was poured into saturated aqueous NH4Cl (200 mL) and extracted with ethyl acetate (3 x50 mL). The combined organic layers were washed with water (2 x50 mL), brine (50 mL), dried over Na2S04, filtered (1369) concentrated, and then purified by column chromatography (Si02, petroleum ether: ethyl (1370) acetate=5 : l) to give ethyl 4-(4-bromophenyl)tetrahydro-2//-pyran-4-carboxylate (5 2 g? 40%) as a yellow oil. 1H MR (400 MHz, CDCI3): d 7.43 (d, 2H), 7.22 (d, 2H), 4.17 (q, 2H), 3.95 (t, 2H), (1371) 3.58 (t, 2H), 2.52 (d, 2H), 1.96 (t, 2H), 1.21 (t, 3H); LCMS: 312.9 [M+H]+.

Statistics shows that 1-Bromo-2-(2-bromoethoxy)ethane is playing an increasingly important role. we look forward to future research findings about 5414-19-7.

Reference:
Patent; METACRINE, INC.; SMITH, Nicholas D.; HUDSON, Andrew R.; CHEN, Mi; NAGASAWA, Johnny Y.; (265 pag.)WO2019/241751; (2019); A1;,
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Ether | (C2H5)2O – PubChem

Some common heterocyclic compound, 18800-30-1, name is 1-Bromo-4-(2-bromoethoxy)benzene, molecular formula is C8H8Br2O, 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. Computed Properties of C8H8Br2O

4-(4-Bromobenzoyl)piperidine (1.4 g, 5.3 mmol),1-(2-Bromoethoxy)-4-bromobenzene (1.9 g, 6.9 mmol), KI (1.6 g, 10 mmol) and 30 mL of ethanol were added to a 100 mL eggplant-shaped flask and heated under reflux, and 5 mL of a 20% KOH solution was added dropwise. The addition was completed in 10 minutes.Reflux for 24 hours, evaporate the solvent and dissolve in 30 mL of dichloromethane.The organic layer was washed three times with 20 mL of water, and the organic layer was concentrated.A mixture of ethyl acetate and petroleum ether was used as the eluent.Column chromatography gave 2.3 g of a white solid with a yield of 92.0%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 18800-30-1, its application will become more common.

Reference:
Patent; Southeast University; Zhong Yan; Fang Tiantian; Chen Liyi; (24 pag.)CN110437136; (2019); A;,
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Adding a certain compound to certain chemical reactions, such as: 126-38-5, name is 1-Bromo-2,2-dimethoxypropane, 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 126-38-5, Application In Synthesis of 1-Bromo-2,2-dimethoxypropane

Methyl 2-amino-6-chloro-isonicotinate (9.33 g, 50.0 mmol) was suspended in n-propanol. 1-Bromo-2,2-dimethoxypropan (20.26 ml, 150 mmol) was added dropwise. After stirring at reflux for 20 h, n-propanol was removed in vacuo and the residue was recrystallized from diisopropyl ether. 14.55 g (95%) of the title compound were obtained as pale brown solid.1H-NMR (200 MHz, d6-DMSO): delta = 8.29 (s, 1 H), 8.25 (s, 1 H), 7.83 (s, 1 H), 6.14 (br s), 3.95 (s, 3H), 2.53 (s, 3H).

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; NYCOMED GMBH; WO2008/15196; (2008); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 4463-59-6, 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. 4463-59-6, name is 1-(2-Bromoethoxy)-2-methoxybenzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a pre-cooled suspension of 2-bromo-5-fluorophenol (5 g, 26.18 mmol) and potassium carbonate (10.84 g, 78.54 mmol) in DMF (15 mL) at 0-5 C., was added methyl iodide (4.75 mL, 39.27 mmol) and the resulting reaction mixture was stirred at room temperature for 16 hours. The reaction mixture was partitioned between water (20 mL) and EtOAc (50 mL). The organic layer was separated and the aqueous layer was further extracted with EtOAc (3*50 mL). The organic layers were combined, washed with saturated brine solution (20 mL) and dried over Na2SO4, filtered and concentrated in vacuo to afford 1-bromo-4-fluoro-2-methoxybenzene as a colourless liquid in 93% yield, 5.00 g. 1H NMR (400 MHz, DMSO-d6): delta ppm 3.86 (s, 3H), 6.74-6.79 (m, 1H), 7.06 (dd, 1H), 7.57-7.65 (m, 1H).

The synthetic route of 1-(2-Bromoethoxy)-2-methoxybenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Pfizer Limited; Omoto, Kiyoyuki; Owen, Robert McKenzie; Pryde, David Cameron; Watson, Christine Ann Louise; Takeuchi, Mifune; US2014/171435; (2014); A1;,
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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. 54314-84-0, name is ((3-Bromopropoxy)methyl)benzene, This compound has unique chemical properties. The synthetic route is as follows., name: ((3-Bromopropoxy)methyl)benzene

[(3-Benzyloxy-propyl)-ethoxy-phosphinoylmethyl]-phosphonic acid diethyl ester To an oven-dried flask was added 10.25 g (44.7 mmol) of (3-Bromo-propoxymethyl)-benzene and 7.67 mL (44.7 mmol) of triethyl phosphite. The flask was fitted with a short-path distillation head, for removal of bromoethane, and the mixture heated at 150¡ã C. for 4 h. The reaction was cooled to ambient temperature, and then diluted with 120 mL of absolute ethanol and 1.8 N KOH (120 mL, 216 mol). The distillation head was replaced with a reflux condenser and the solution heated at reflux for 5 h. The reaction was cooled then concentrated in vacuo. The basic aqueous layer was extracted with EtOAc (2x) and then acidified to pH 3 with conc. HCl. The aqueous layer was extracted with EtOAc (3x) and the combined extracts were dried over MgSO4 and concentrated. The resulting crude product (8.24 g) was used as is in the next reaction. 31P NMR (300 MHz, DMSO-d6) delta34.113.

According to the analysis of related databases, 54314-84-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shakespeare, William C.; Sawyer, Tomi K.; Metcalf III, Chester A.; Wang, Yihan; Bohacek, Regine; US2003/130234; (2003); A1;,
Ether – Wikipedia,
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Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 4698-11-7, name is 10-Methoxy-5H-dibenzo[b,f]azepine, A new synthetic method of this compound is introduced below., SDS of cas: 4698-11-7

Example 1 Step 1. Preparation of 10-Methoxy-5H-dibenz [b, f] azepine-5-carbonyl chloride 100 gms of 10 Methoxy iminostilbene is dissolved in 300 mi chloroform & cooled to 0 C Bis (trichlor methyl) carbonate (BTC) 65 gms is added. 67 gms of triethyl amine (TEA) in 100 ml chloroform is added slowly over a period of6 hour & maintaining the temperature 0-5C. Temperature is then increased to 25-30 C 1& maintained for 8 hour. The reaction mixture is poured into 300 mi water & layers are separated. Chloroform is evaporated 10-Methoxy-5H-dibenz [b, f] azepine-5-carbonyl chloride is isolated in methanol. Yield obtained is 110 gms (86%) of theoretical.Example 3 Step 1. Preparation of 10-Methoxy-5H-dibenz [b, f] azepine-5-carbonyl chloride 100 gms of 10-Methoxy iminostilbene is dissolved in 300 ml chloroform & cooled to 0C and 45 gms Bis (trichlor methyl) carbonate (BTC) is added followed by he addition of 45 gms-of-TEA in 100 ml chloroform over a period-of 8 hours maintaining the temperature at 0-5C. The temperature is then increased to 25-30C & maintained for 2 hours. The reaction mixture is poured into 300 ml water layers are separated. Chloroform is evaporated & product is isolated in methanol. Yield obtained is 100 gms (80% of theoretical).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; AMOLI ORGANICS LTD.; WO2005/66133; (2005); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem