反应详情

温度

-4 °C

To a solution of (2-iodophenyl)methanol (5.88 g, 0.0251 mol) in tetrahydrofuran (40 mL, 0.5 mol) at −78 Celsius was added 1.600 M of n-butyllithium in hexane (31.7 mL). The mixture was stirred at −4 celsius for 1 hour, then cooled to −78 Celsius. A solution of 1-benzylpyrrolidin-3-one (3.67 mL, 0.0228 mol) in THF (2 mL) was added to the above mixture, and the resulting mixture was stirred at −78 Celsius for 2 hours. The reaction was quenched with small amount of brine, then extracted with ethyl acetate. The organic phase was dried over MgSO4 and concentrated. The residue was purified by flash chromatography on silica gel column with 70% AcOEt in hexanes to give the desired compound (3.5 g, 54% yield). MS (ESI): 284.1 (M+H+).

1. temperaturecooled to −78 Celsius
2. stirringthe resulting mixture was stirred at −78 Celsius for 2 hours
3. customThe reaction was quenched with small amount of brine
4. extractionextracted with ethyl acetate
5. dry with materialThe organic phase was dried over MgSO4
6. concentrationconcentrated
7. customThe residue was purified by flash chromatography on silica gel column with 70% AcOEt in hexanes