Author: Jessica.F

Adding a certain compound to certain chemical reactions, such as: 30568-44-6, name is 2-(4-Methoxyphenyl)propan-2-amine, 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 30568-44-6, HPLC of Formula: C10H15NO

General procedure: (3S,4S)-4-{[4-(1H-Benzimidazol-2-yl)piperazin-1-yl]carbonyl}-3-(thiophen-3-yl)cyclohexanone (30 mg, 0.07 mmol) was dissolved in a mixture of MeOH (367 muL) and DCE (367 muL), and 2-(4-methoxyphenyl)propan-2-amine (59.2 mg, 0.29 mmol) was added followed by MP-cyanoborohydride (159 mg, 0.367 mmol) and acetic acid (13.0 muL, 0.22 mmol) at rt. The reaction mixture was shaken overnight at 55 C, cooled to rt, filtered and concentrated under vacuum. LC-MS indicated a 3:2 ratio of diastereomeric reductive amination products.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-(4-Methoxyphenyl)propan-2-amine, and friends who are interested can also refer to it.

Reference:
Article; Anthony Romero; Hastings, Nicholas B.; Moningka, Remond; Guo, Zhiqiang; Wang, Ming; Di Salvo, Jerry; Lei, Ying; Trusca, Dorina; Deng, Qiaolin; Tong, Vincent; Terebetski, Jenna L.; Ball, Richard G.; Ujjainwalla, Feroze; Bioorganic and Medicinal Chemistry Letters; vol. 22; 2; (2012); p. 1014 – 1018;,
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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. 6443-69-2, name is 1,2,3-Trimethoxy-5-methylbenzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. category: ethers-buliding-blocks

General procedure: A pyrex test tube containing solid of 1,3,5-trimethoxybenzene (1a, 0.3 mmol), carbon tetrabromide (0.075 mmol), AQN-2-CO2H (0.03 mmol) and dry EtOH (5 mL) was irradiated for 20 h at roomtemperature with stirring by a 21W fluorescent lamp under air. The reactionmixture was concentrated in vacuo, quenched with aq Na2S2O3 and extractedwith EtOAc. The organic layer was dried over MgSO4 and concentrated invacuo. Purification of the residue by flash chromatography on silica gel(hexane/ethyl acetate = 6:1) provided 2-bromo-1,3,5-trimethoxybenzene (2a)(66.8 mg, 90%,) as a white solid.

The synthetic route of 6443-69-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Tanaka, Masanori; Kamito, Yuji; Lei, Cui; Tada, Norihiro; Itoh, Akichika; Tetrahedron Letters; vol. 56; 43; (2015); p. 5886 – 5888;,
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Electric Literature of 707-07-3, These common heterocyclic compound, 707-07-3, name is (Trimethoxymethyl)benzene, 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.

Methyl 2-oxindoline-6-carboxylate (20 g, 105 mmol) was charged to the reaction vessel. The vessel was equipped with thermometer, stirrer and condenser. Toluene (100 ml, 5 vol) was added followed by acetic anhydride (90 ml, 954 mmol) and the mixture was heated to reflux (115-118 C ). Reflux was continued for 18 hours and a sample was analyzed by HPLC for methyl 2-oxindoline-6-carboxylate (nmt 2.0 a-%). When the methyl 2-oxindoline-6-carboxylate was consumed 40 ml (2 vol) of solvent was distilled off followed by addition of fresh toluene (40 ml, 2 vol). Trimethyl orthobenzoate (53.9 ml, 314 mmol) was added to the boiling reaction during a couple of minutes maintaining the temperature above 110 C . After the addition was complete distillation began and the temperature of the reaction mixture was above 120 C. Eight volumes (160 ml) of solvents were distilled of after which the reaction temperature was adjusted between 110-115 C. The reflux was continued for two hours and precipitation of methyl (E)-l -acetyl-3 -(methoxy(phenyl)methylene)-2- oxoindoline-6-carboxylate began during the reaction. According to HPLC- chromatogram 93.6 % conversion was achieved. The reaction mixture was allowed to cool to room temperature during 5 hours, and then further cooled to 0 C and stirred for two hours at 0 C. The precipitate was filtered and washed with EtOAc (2 x 20 ml, 2 x 1 vol) and dried in vacuum oven at 60 C for 16 hours to obtain the product (33.99 g, 90.85 %, 98.36 a-%) as tan powder. H NMR (400 MHz, DMSO- d6): delta 8.89 (dd, J= 1.5 Hz, J= 0.6 Hz, 1H), 8.0 (dd, J= 8.0 Hz, J= 1.6 Hz, 1H), 7.94 (dd, J= 8.1 Hz, J= 1.6 Hz, 1H), 7.69-7.53 (m, 3H), 7.48-7.33 (m, 2H), 3.93 (s, 3H), 3.76 (s, 3H), 2.57 (s, 3H).13C NMR (l00 MHz, DMSO-d6 ): delta 171.6, 171.3, 167.3, 167.2, 136.8, 131.0, 130.9, 129.1, 128.8, 128.5, 128.1, 126.5, 122.6, 116.7, 106.3, 57.9, 52.2, 27.0.

The synthetic route of 707-07-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FERMION OY; PIISOLA, Antti; TOIS, Jan; (13 pag.)WO2019/97112; (2019); 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. 107622-80-0, name is (4-Phenoxyphenyl)methanamine, A new synthetic method of this compound is introduced below., Formula: C13H13NO

General procedure: A mixture of 5 (1 eq.) and amine (2 eq.) in ethanol was stirred at 85 C for 3 h. The mixture was concentrated and purified by flash column chromatography to give compound 6.

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:
Article; Park, Sun Jun; Kim, Eunjin; Yoo, Miyoun; Lee, Joo-Youn; Park, Chi Hoon; Hwang, Jong Yeon; Ha, Jae Du; Bioorganic and Medicinal Chemistry Letters; vol. 27; 18; (2017); p. 4399 – 4404;,
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Electric Literature of 946-80-5,Some common heterocyclic compound, 946-80-5, name is Benzyl Phenyl Ether, molecular formula is C13H12O, 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: To a 10 mL sealed tubewas added anisole (108 mg, 1.0 mmol), aceticanhydride (204 mg, 2.0 mmol) and catalyst (2.5 mol%). Then the mixture wasstirred at room temperature until complete consumption of starting material asmonitored by TLC or GC-MS analysis. Then the reaction mixture was evaporated invacuum, and CH2Cl2 (3¡Á10 ml) was added to the reactionmixture. The catalyst was then filtered out for the next cycle of reaction. Thecombined CH2Cl2 solution was removed by evaporation invacuum and was then subject to silica gel column chromatograph.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Benzyl Phenyl Ether, its application will become more common.

Reference:
Article; Zhang, Xiaohong; Xu, Xinhua; Li, Ningbo; Liang, Zhiwu; Tang, Zilong; Tetrahedron; vol. 74; 15; (2018); p. 1926 – 1932;,
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Adding a certain compound to certain chemical reactions, such as: 54149-17-6, name is 1-Bromo-2-(2-methoxyethoxy)ethane, 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 54149-17-6, category: ethers-buliding-blocks

Aniline (1.61g, 17.3mmol), potassium carbonate (9.56g, 69.2mmol), potassium iodide (1.43g,8.65mmol) and 1bromo2(2methoxyethoxy)ethane (9 .50g, was suspended 51.9 mmol) in dry DMF (5.0mL), it washeated at 80 C 24 hours. After allowed to cool to room temperature, ethyl acetate (200 mL) was added and the aqueouswas washed successively with saturated brine. The organic phase was dried over anhydrous magnesium sulfate, and thefiltrate was concentrated under reduced pressure. Crude was purified by silica gel column chromatography to give 4.27g ofcompound 14 as a colorless oily substance. 83% yield.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromo-2-(2-methoxyethoxy)ethane, and friends who are interested can also refer to it.

Reference:
Patent; Kyushu University; Shinkai, Seiji; Noguchi, Takao; (37 pag.)JP2016/196447; (2016); A;,
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Related Products of 64465-53-8,Some common heterocyclic compound, 64465-53-8, name is 4-Fluoro-3-methoxyaniline, molecular formula is C7H8FNO, 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.

Intermediate 28 (0.050g) was suspended in acetonitrile (2ML), 4-fluoro-3-(methyloxy)aniline (0.025g) (available from Aldrich) was added and the mixture heated at 80C for 16h. The mixture was cooled to room temperature and the solvent blown off under a stream of nitrogen. Purification by mass directed HPLC gave a yellow oil. This was loaded onto an SPE cartridge (1G Varian Bond Elut, aminopropyl solid phase) and eluted with methanol to give the title compound as a yellow solid (0. 018G). LC/MS Rt 2.58min M/Z 475 [MH+]

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Fluoro-3-methoxyaniline, its application will become more common.

Reference:
Patent; GLAXO GROUP LIMITED; WO2005/30212; (2005); A1;,
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Adding a certain compound to certain chemical reactions, such as: 588-63-6, name is (3-Bromopropoxy)benzene, 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 588-63-6, COA of Formula: C9H11BrO

EXAMPLE 15 3-(Octadecyloxy)-5-(3-phenoxypropoxy)benzoic acid phenylmethyl ester A mixture of 12 g (0.024 mol) of 3-hydroxy-5-(octadecyloxy)benzoic acid phenylmethyl ester, 6 ml (0.038 mol) of 3-phenoxypropyl bromide, 3.6 g (0.024 mol) of sodium iodide and 10 g (0.072 mol) of potassium carbonate in 400 ml of acetone and 80 ml of DMF was stirred at reflux for 46 hours. The reaction mixture was filtered and the filtrate was concentrated to dryness at reduced pressure. Water was added to the residue and the product was extracted with ethyl acetate. The dried extract was concentrated at reduced pressure to an oil which was purified by HPLC using 5percent ethyl acetate-hexane. The pure fractions were combined, triturated with hexane and filtered to give 14.6 g (96percent yield, mp 46¡ã-47¡ã) of 3-(octadecyloxy)-5-(3-phenoxypropoxy)benzoic acid phenylmethyl ester. The structure was confirmed by nmr and mass spectra. Anal. Calcd for C41 H58 O5: C, 78.05; H, 9.27. Found: C, 77.89; H, 9.03.

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; Hoffmann-La Roche Inc.; US5298652; (1994); A;,
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Electric Literature of 1663-61-2, 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. 1663-61-2, name is (Triethoxymethyl)benzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To asolution of hydrazide (0.73 mmol) in 10 mL of anhydrous ethanol, added triethyl orthoester (0.81 mmol) and ammonium chloride (0.219 mmol). The solution was stirred and heated to reflux until it complete (0.5-18 h). The reaction mass was cooled to room temperature and concentrated under vacuum. The crude product was made into slurry in a mixture of hexanes and ether (3:1), filtered,washed with deionized water or purified by column chromatography.

The synthetic route of (Triethoxymethyl)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gnanasekaran, Krishna Kumar; Nammalwar, Baskar; Murie, Maeghan; Bunce, Richard A.; Tetrahedron Letters; vol. 55; 50; (2014); p. 6776 – 6778;,
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Reference of 7664-66-6,Some common heterocyclic compound, 7664-66-6, name is 4-Isopropoxyaniline, molecular formula is C9H13NO, 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.

The compound obtained in Reference Example 1-2 (19mg) and 4-isopropoxyaniline (10mg) was dissolved in acetonitrile (1.5 mL). And reacted for 10 minutes at the microwave irradiation under 180 C. After the solvent was concentrated to give the title compound purified by silica gel column chromatography (17mg, 60%).

The synthetic route of 7664-66-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAIHO PHARMACEUTICAL COMPANY LIMITED; MINAMIGUCHI, KAZUHISA; OKAJIMA, SHIGEO; AOKI, SHINICHI; ASAI, MASANORI; ASAI, TAKAHIRO; YAMANAKA, HIROYOSHI; DOHI, SUGURU; (149 pag.)JP5851663; (2016); B1;,
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