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
To a solution of (4R)-4-(2-bromo-4-chlorophenyl)pyrrolidin-2-one (140 mg, 0.51 mmol), Pd(OAc)2 (34 mg, 0.15 mmol) and triphenylphosphine (0.3 mmol) in DMF (1 mL) was added styrene (0.17 mL, 2 mmol) followed by diisopropylethylamine (0.17 mL, 1.02 mmol) under a N2 atmosphere. The reaction mixture was heated to 90° C. overnight. The mixture was then cooled to room temperature and diluted with 1N HCl aq. solution (10 mL) and extracted with ethyl acetate (3×30 mL). The combined organic phases were washed with brine (3×30 mL) and dried over MgSO4. The solvent was removed in vacuo to provide 4-[2-((1E)-2-phenylvinyl)-4-chlorophenyl](4R)pyrrolidin-2-one (3a) (120 mg). MS (ESI) m/z 284.02 (M+H)+.
WORKUP
后处理
- temperatureThe mixture was then cooled to room temperature
- extractionextracted with ethyl acetate (3×30 mL)
- washThe combined organic phases were washed with brine (3×30 mL)
- dry with materialdried over MgSO4
- customThe solvent was removed in vacuo