Reference of 399-94-0,Some common heterocyclic compound, 399-94-0, name is 1-Bromo-2,5-difluorobenzene, molecular formula is C6H3BrF2, 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.
To a solution of 2-bromo-1,4-difluorobenzene (5.81 mL, 51.8 mmol) in dry THF (50 mL) was added isopropylmagnesium chloride (2.0 M in THF, 31.1 mL, 62.2 mmol) at -78 C. The mixture was slowly warmed to 0 C., stirred for 1 hour at that temperature and then cooled to -78 C. again. After addition of a solution of tert-butyl 2-oxopyrrolidine-1-carboxylate (11.5 g, 62.2 mmol) in dry THF (20 mL) at -78 C., the reaction mixture was allowed to warm to room temperature with stirring for 2 hours and quenched with saturated aq. NH4Cl. The mixture was extracted with EtOAc twice. The combined organic layers were washed with brine, dried over Na2SO4, filtered and concentrated in vacuo to afford tert-butyl 4-(2,5-difluorophenyl)-4-oxobutylcarbamate (15.5 g, 100%) as a pale green oil, which was used for the next reaction without further purification.
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-2,5-difluorobenzene, its application will become more common.
Reference:
Patent; HANDOK INC.; CMG Pharmaceutical Co., Ltd.; Kim, Moonsoo; Lee, Chaewoon; Lee, Gilnam; Yoon, Cheolhwan; Seo, Jeongbeob; Kim, Jay Hak; Lee, Minwoo; Jeong, Hankyul; Choi, Hyang; Jung, Myung Eun; Lee, Ki Nam; Kim, Hyun Jung; Kim, Hye Kyoung; Lee, Jae Il; Lee, MinWoo; Kim, Misoon; Choi, Soongyu; (124 pag.)US2016/168156; (2016); A1;,
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