Reference of 944317-92-4,Some common heterocyclic compound, 944317-92-4, name is 1-Bromo-4-fluoro-5-isopropyl-2-methoxybenzene, molecular formula is C10H12BrFO, 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.
Argon gas is continuously fed into a 2L three-neck flask equipped with a mechanical stirrer, a Y-shaped tube, and a thermometer.10-0.9 g of 1-bromo-4-fluoro-5-isopropyl-2-methoxybenzene, 324 mL of tetrahydrofuran, 324 mL of toluene, and 130 mL of triisopropyl borate. The system was cooled down to -80 to -70C, and 253 mL of 2mol/L n-butyllithium was added dropwise to the system. The temperature drop was -80 to -70C. The addition was completed.After the incubation -80 ~ -70 C reaction 3h.The reaction solution was slowly poured into 1000 mL of dilute hydrochloric acid with a concentration of 1.2 M, and methyl tert-butyl ether (300 mL) was added. After stirring for 10 min, the mixture was allowed to stand for 5 min, and the aqueous phase was extracted with 500 mL of methyl tert-butyl ether. 10 min, stand for 5 min, and combine the organic phases. Add 1.0 L of 1M aqueous sodium hydroxide solution while stirring the organic phase, stirring10min, let stand 5min liquid.The organic phase obtained by liquid separation was further added with 300 mL of aqueous sodium hydroxide solution, stirred for 10 minutes, and allowed to stand for 5 minutes to separate liquids, and the organic phase was temporarily stored.Combine the aqueous phase, temperature control 0 ~ 15 C, with concentrated hydrochloric acid about 160mL adjust the system to pH = 1 ~ 2, temperature 0 ~ 15 C stirring 0.5h, filtration, filter cake rinse with water, bake to constant weight to give a white solid 4-(4-Fluoro-5-isopropyl-2-methoxyphenyl)boronic acid, 71.63 g (yield of 82.71%,4-Fluoro-5-isopropyl-2-methoxyphenyl)boronic acidLC = 99.68%,
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-4-fluoro-5-isopropyl-2-methoxybenzene, its application will become more common.
Reference:
Patent; Xi’an Ruilian New Materials Co., Ltd.; Yan Longjia; Yu Xinmin; Wang Xiaoming; Wang Xiaowei; He Hanjiang; (9 pag.)CN107365324; (2017); A;,
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