反应详情

温度

-78 °C

To a solution of 1-bromo-2,3-difluorobenzene (25 g, 129.5 mmol) in dry diethyl ether (150 mL), under nitrogen at −78° C. was added drop wise n-butyllithium (2.5 M in hexane, 51.8 mL, 129.5 mmol). The mixture was stirred for 30 min after which a solution of 1-benzylpyrrolidin-3-one (20.4 g, 116.5 mmol) in dry diethyl ether (50 mL) was added drop wise. The mixture was stirred at −78° C. for 30 min and for 2 h at ambient temperature. Aqueous saturated ammonium chloride solution (50 mL) was added and the mixture was extracted with ethyl acetate (2×50 mL). The combined organic phase was dried (Na2SO4), filtered and evaporated. Purification by flash chromatography on silica gel (isooctane/ethyl acetate/triethyl amine, 75:20:5) gave the title compound (19.5 g). MS m/z (relative intensity, 70 eV) 289 (M+, 20), 198 (69), 133 (72), 132 (51), 91 (bp).

1. additionwas added drop wise
2. extractionthe mixture was extracted with ethyl acetate (2×50 mL)
3. dry with materialThe combined organic phase was dried (Na2SO4)
4. filtrationfiltered
5. customevaporated
6. customPurification by flash chromatography on silica gel (isooctane/ethyl acetate/triethyl amine, 75:20:5)