反应详情

To a solution of 1-bromo-3-chloro-2-fluorobenzene (11.8 g, 56.3 mmol) in dry diethyl ether (100 mL), under nitrogen at −78° C. was added drop wise n-butyllithium (2.5 M in hexane, 22.5 mL, 56.3 mmol). The mixture was stirred at −78° C. for 10 min after which a solution of 1-benzylpyrrolidin-3-one (10 g, 56.3 mmol) in dry diethyl ether (50 mL) was added drop wise. The resulting mixture was brought to ambient temperature, aqueous ammonium chloride solution (50%, 50 mL) was added and the mixture was extracted with ethyl acetate (2×50 mL). The combined organic phase was dried (MgSO4), filtered and evaporated. Purification by flash chromatography on silica gel (isooctane/ethyl acetate, 1:1) gave the title compound (16 g). MS m/z (relative intensity, 70 eV) 305 (M+, 9), 214 (41), 133 (71), 132 (50), 91 (bp).

1. additionwas added drop wise
2. customwas brought to ambient temperature
3. extractionthe mixture was extracted with ethyl acetate (2×50 mL)
4. dry with materialThe combined organic phase was dried (MgSO4)
5. filtrationfiltered
6. customevaporated
7. customPurification by flash chromatography on silica gel (isooctane/ethyl acetate, 1:1)