09/23/21 News New downstream synthetic route of 229027-89-8

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 229027-89-8, 2-Bromo-4-fluorobenzyl Alcohol.

Related Products of 229027-89-8, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 229027-89-8, name is 2-Bromo-4-fluorobenzyl Alcohol, molecular formula is C7H6BrFO, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a stirred solution of (2-bromo-4-fluorophenyl)methanol (10 g, 49 mmol, stepi) in tetrahydrofuran (50 mL) and toluene (50 mL) was added dropwise a 1.58 M solution of butyllithium in hexane (65 mL, 100 mmol) at -78 0C for 1 hour and the mixture was stirred for 2 hours at the same temperature. To the mixture was added dropwise a solution of ethyl 3-oxo-8-azabicyclo[3.2.1]octane-8-carboxylate in tetrahydrofuran (10 mL) at -78 C for 10 minutes. This resulting mixture was slowly warmed up to room temperature and stirred for 19 hours at the same temperature. The reaction mixture was quenched by the addition of saturated ammonium chloride aqueous solution, and extracted with ethyl acetate. The organic layer was separated, washed with brine, dried over magnesium sulfate, and evaporated. The residue was purified by column chromatography on silica gel, eluting with hexane/ethyl acetate (2/1 ), to afford 7.1 g (45%) of the title compound as a white solid:1H-NMR (CDCI3) 57.19 (1 H, dd, J=8.4, 6.1 Hz), 6.98 (1 H, dd, J=11.2, 2.6 Hz), 6.90-6.80 (1 H, m), 4.79 (2H, s), 4.43-4.30 (2H, m), 4.25-4.06 (3H, m), 3.31 (1 H, s), 2.50-2.22 (4H, m), 2.05-1.85 (4H, m), 1.28 (3H, t, J=7.3 Hz); MS (ESI) 322 (M – H)-.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 229027-89-8, 2-Bromo-4-fluorobenzyl Alcohol.

Reference:
Patent; PFIZER JAPAN INC.; PFIZER INC.; WO2006/134485; (2006); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Some tips on 229027-89-8

At the same time, in my other blogs, there are other synthetic methods of this type of compound,229027-89-8, 2-Bromo-4-fluorobenzyl Alcohol, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 229027-89-8, 2-Bromo-4-fluorobenzyl Alcohol, 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, category: alcohols-buliding-blocks, blongs to alcohols-buliding-blocks compound. category: alcohols-buliding-blocks

To a mixture of (2-bromo-4-fluorophenyl) methanol (1.80 g, 8.78 mmol) and DMF (30 mL) was added NaH (60% in oil, 428 mg, 10.70 mmol) at room temperature. After being stirred at room temperature for 5 min, Mel (0.82 mL, 13.11 mmol) was added to the mixture. After being stirred at room temperature overnight, the mixture was quenched with sat. NH4C1 aq. and extracted with EtOAc. The organic layer was washed with brine, dried over Na2SO4 and concentrated. The residue was purified by column chromatography (silica gel, eluted with 1% – 10% EtOAc in hexane) to give the title compound (1.620 g, 7.40 mmol, 84%) as a colorless oil. (3418) 1H NMR (300 MHz, CDC13) 5:3.46 (3H, s) , 4.48 (2H, s) , 7.04 (1H, td, J = 8.3, 2.6 Hz), 7.30 (1H, dd, J = 8.3, 2.6 Hz), 7.43 (1H, dd, J = 8.5, 6.2 Hz)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,229027-89-8, 2-Bromo-4-fluorobenzyl Alcohol, and friends who are interested can also refer to it.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; YAMAMOTO, Satoshi; SHIRAI, Junya; KONO, Mitsunori; SHIOKAWA, Zenyu; YUKAWA, Tomoya; IMADA, Takashi; NEGORO, Nobuyuki; ODA, Tsuneo; SASAKI, Satoshi; NARA, Yoshi; SUZUKI, Shinkichi; SATO, Ayumu; ISHII, Naoki; SHIBUYA, Akito; NAKAGAWA, Yasuo; COLE, Derek; GIBSON, Tony; IVETAC, Anthony; SWANN, Steve; TYHONAS, John; (472 pag.)WO2018/30550; (2018); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Analyzing the synthesis route of 229027-89-8

At the same time, in my other blogs, there are other synthetic methods of this type of compound,229027-89-8, 2-Bromo-4-fluorobenzyl Alcohol, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 229027-89-8, 2-Bromo-4-fluorobenzyl Alcohol, 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, Recommanded Product: 229027-89-8, blongs to alcohols-buliding-blocks compound. Recommanded Product: 229027-89-8

General procedure: To a solution of compound 7 in DCM was added compound 8 (0.12mmol) and K2CO3 (0.24mmol) The resulting mixture was refluxed at 80C for 3h before it was quenched with 5mL of brine The organic layer was collected and purified by flash column chromatography on a silica column using cyclohexane/acetone (0-50%) to get compound 9.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,229027-89-8, 2-Bromo-4-fluorobenzyl Alcohol, and friends who are interested can also refer to it.

Reference:
Article; Pan, Ting; Ding, Yanchao; Wu, Liyang; Liang, Liting; He, Xin; Li, Qianwen; Bai, Chuan; Zhang, Hui; European Journal of Medicinal Chemistry; vol. 166; (2019); p. 480 – 501;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Sources of common compounds: 2-Bromo-4-fluorobenzyl Alcohol

According to the analysis of related databases, 229027-89-8, the application of this compound in the production field has become more and more popular.

Application of 229027-89-8, Adding some certain compound to certain chemical reactions, such as: 229027-89-8, name is 2-Bromo-4-fluorobenzyl Alcohol,molecular formula is C7H6BrFO, 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 229027-89-8.

A mixture of (2-bromo-4-fluorophenyl)methanol (250g, 1.22 mol) and 3,4-dihydro-2H-pyran (205 g, 2.44 mol) is dissolved in DCM (2000 mL). To this solution is added pyridinium p-toluenesulfonate (15g, 0.06 mol). The resulting solution is stirred overnight at rt and then treated with saturated NaHC03. After extraction with EtOAc, the organic layer is washed with water and brine, dried, concentrated and purified by column chromatography over silica gel to provide the product of this step (281 g, yield 80%) as colorless oil.

According to the analysis of related databases, 229027-89-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ELI LILLY AND COMPANY; ANACOR PHARMACEUTICALS INC.; AKAMA, Tsutomu; JARNAGIN, Kurt; PLATTNER, Jacob J.; PULLEY, Shon Roland; WHITE, William Hunter; ZHANG, Yong-Kang; ZHOU, Yasheen; WO2014/149793; (2014); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts