Category: 36449-75-9

Reference of 36449-75-9, These common heterocyclic compound, 36449-75-9, name is 1-(2-Bromoethyl)-2-methoxybenzene, 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: General synthetic procedure for the final products.The appropriately substituted 4-phenethylpiperidine (6)(0.5 mmol) was dissolved in acetonitrile (5 mL) and K2CO3(0.75 mmol) and the appropriate phenethyl bromide (7) (0.5 mmol) added. The reaction mixture was refluxedfor 8 h.After completion of the reaction (monitored by TLC), the reaction mixture was cooled to ambient temperature and filtered through a Celite pad. The filtrate was concentrated under vacuum to obtain the desired crude product. The crude product was further purified by column chromatography (silica gel: 3-5% methanol in dichloromethane) to afford the corresponding 1,4-diphenethylpiperidine (8a-8y) in good yield (75-80 %), which was then converted to hydrochloride salt by treatment with 2M HCl in diethyl ether.Compounds12a-12dwere synthesized using the same procedure as above, except that an appropriately substituted 4-benzylpiperidine (11) was utilized in place of compound6.

The synthetic route of 36449-75-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Nickell, Justin R.; Culver, John P.; Janganati, Venumadhav; Zheng, Guangrong; Dwoskin, Linda P.; Crooks, Peter A.; Bioorganic and Medicinal Chemistry Letters; vol. 26; 13; (2016); p. 2997 – 3000;,
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Related Products of 36449-75-9, 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. 36449-75-9, name is 1-(2-Bromoethyl)-2-methoxybenzene, This compound has unique chemical properties. The synthetic route is as follows.

To a mixture of Example 66B (0.10 g, 0.42 mmol) and K2C03 (0.116 g, 0.837mmol) in acetonitrile (5 mL), was added 1-(2-bromoethyl)-2-methoxybenzene (0.135 g,0.627 mmol). The mixture was stirred at ambient temperature for 16 h, then the reaction mixture was filtered through CELITE, and the filtrate was concentrated. The residue was dissolved in ethyl acetate, washed with water and brine, dried (Na2SO4) andconcentrated to afford Example 66C as a yellow oil, which was used in the following stepwithout further purification. MS(ESI) m/z: 373.0 (M+H)t

The chemical industry reduces the impact on the environment during synthesis 1-(2-Bromoethyl)-2-methoxybenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; GLUNZ, Peter W.; SITKOFF, Doree F.; YADAV, Navnath Dnyanoba; BODAS, Mandar Shrikrishna; BHIDE, Rajeev S.; PATIL, Sharanabasappa; CHINNAKOTTI, Kumaresan; RAO, Prasanna Savanor Maddu; SHETTY, Jeevanprakash; (501 pag.)WO2016/112236; (2016); A1;,
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36449-75-9, name is 1-(2-Bromoethyl)-2-methoxybenzene, belongs to ethers-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Product Details of 36449-75-9

Compound 12. l ,4-bis(2-methoxyphenethyl)piperidine A 250 mL round bottom flask was equipped with a magnetic stir bar, and then charged with 5 grams (0.0537 mol) of 4-picoline, 8.77 grams (0.0644 mol) of 2- methoxybenzaldehyde, and 50 mL of acetic anhydride. The reaction mass was heated to reflux and maintained at that temperature for 72 hours. The reaction mixture was then cooled to room temperature, and subjected to silica chromatography. Yield of (E)-4-(2- methoxystyryl)pyridine was 7.15 grams (63%). The 7.15 grams of (E)-4-(2- methoxystyryl)pyridine was then charged into a 500 ml hydrogenation flask, to which was added 100 mL of acetic acid as well as 50 mg of Pt02. The reaction mass was subjected to 45 psi of hydrogen gas, and allowed to react at room temperature for 16 hours. The reaction mixture was then basified, and extracted with dichloromethane, and excess extraction solvent was removed under reduced pressure via rotovap. The residue was then subjected to silica chi matography, yielding 6.1 grams (82.1% yield) of 4-(2-methoxyphenethyl)piperidine. A 100 mL round bottom flask equipped with a magnetic stir bar was then charged with 1.0 grams of 4-(2-methoxyphenethyl)piperidine (0.0046 mol), 1.25 grams of 2- methoxyphenethylbromide (0.0064 mol), 1.87 grams of K2CO3 (0.0135 mol), and 20 mL of DMF as solvent. The reaction mass was then heated to 70 C for 24 hours. The excess DMF was removed via reduced pressure, extracted with water and dichloromethane, the organic layer separated; excess solvent removed under reduced pressure and the residue was subjected to silica chromatography. Yield of l,4-bis(2-methoxyphenethyl)piperidine was 1.04 grams (64.0% yield). 1H NMR (300 MHz, CDC13) delta 1.33-1.59 (m, 7H), 2.35-2.80 (m, 10H), 3.82 (s, 6H), 6.83-7.21 (m, 8H) ppm.

The synthetic route of 36449-75-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UNIVERSITY OF KENTUCKY RESEARCH FOUNDATION; CROOKS, Peter, A.; DWOSKIN, Linda, P.; CULVER, John; NICKELL, Justin, R.; ZHENG, Guangrong; WO2014/144064; (2014); A2;,
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Related Products of 36449-75-9, 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. 36449-75-9, name is 1-(2-Bromoethyl)-2-methoxybenzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Into a 25-mL round-bottom flask, were introduced compound 4.7 (450 mg, 1.25 mmol, 1.00 equiv), l-(2-bromoethyl)-2-methoxybenzene (400 mg, 1.86 mmol, 1.50 equiv), N,N-dimethylformamide (4 mL) and K2CO3 (260 mg, 1.87 mmol, 1.50 equiv). Reaction was stirred for 10 h at 80C and then quenched by the addition of 5 mL of water. The resulting solution was extracted with 3×10 mL of ethyl acetate and the organic layers combined and concentrated under vacuum. The crude was purified by re-crystallization from ethyl ether to provide 450 mg (73%) of compound 4.8 as an off-white solid.

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

Reference:
Patent; NIMBUS APOLLO, INC.; GREENWOOD, Jeremy Robert; HARRIMAN, Geraldine C.; BORG, George; MASSE, Craig E.; WO2014/182943; (2014); A1;,
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