反应详情
EQUATION
反应方程式
REACTANTS
反应物
PRODUCTS
生成物
AUXILIARIES
试剂、催化剂与溶剂
CONDITIONS
反应条件
- 温度
- 90 °C
PROCEDURE
实验过程
Under a nitrogen atmosphere, to a solution of 1-(2-bromo-5-((tert-butyl(dimethyl)silyl)oxy)benzyl)cyclopentanecarbonitrile (471 mg), 2-fluoro-5-methoxyphenylboronic acid (361 mg), tris(dibenzylideneacetone)dipalladium(0) (23 mg) and 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (39 mg) in toluene (5.0 mL) was added 2.0M aqueous sodium carbonate solution (1.8 mL), and the mixture was stirred at 90° C. for 1 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give a crude product of the title compound. The obtained crude product was directly used for the next step.
WORKUP
后处理
- extractionthe mixture was extracted with ethyl acetate
- washThe extract was washed with saturated brine
- dry with materialdried over anhydrous sodium sulfate
- customThe solvent was evaporated under reduced pressure
- customthe residue was purified by silica gel column chromatography (ethyl acetate/hexane)