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 71838-16-9 as follows. Application In Synthesis of 2-Bromo-1-iodo-4-methylbenzene
Step 1: Preparation of 2-(2-bromo-4-methylphenyl)-1,3-difluoropropan-2-ol To a solution of 2-bromo-1-iodo-4-methylbenzene (18.5 g, 62.3 mmol) in THF (25 mL) at 0 C. was slowly added i-PrMgCl (24 mL, 24 mmol). After being stirred for 1 h at 0 C., the reaction mixture was cooled to -78 C. Then a solution of 1,3-difluoropropan-2-one (0.85 g, 9.04 mmol) in dry THF (25 mL) was added. The mixture was stirred at -70 C. for 1 h, and then dry ice bath was removed. The solution was acidified with HCl (2 N) and extracted with EA (60 mL*2). The combined organic layers were washed with brine, dried over Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by column chromatography over silica gel, eluting with PE:EA (5:1) to give 2-(2-bromo-4-methylphenyl)-1,3-difluoropropan-2-ol (1.3 g, yield 55%) as colorless oil. 1H NMR (400 MHz, DMSO-d6): delta 7.60 (d, 1H), 7.46 (s, 1H), 7.21 (d, 1H), 6.21 (s, 1H), 4.97-4.94 (m, 1H), 4.85-4.82 (m, 2H), 4.74-4.71 (m, 1H), 2.26 (s, 3H) ppm.
According to the analysis of related databases, 71838-16-9, the application of this compound in the production field has become more and more popular.
Reference:
Patent; Anacor Pharmaceuticals, Inc.; Eli Lilly and Company; AKAMA, Tsutomu; Balko, Terry William; Defauw, Jean Marie; Plattner, Jacob J.; White, William Hunter; Winkle, Joseph Raymond; Zhang, Yong-Kang; Zhou, Yasheen; US2013/131017; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com