反应详情

To a solution of 1-bromo-3-chloro-5-fluorobenzene (4.0 g, 19.1 mmol) in dry tetrahydrofuran (40 mL), under nitrogen, was added magnesium turnings (0.47 g, 21.0 mmol) and a small piece of iodine. The mixture was heated with a heat-gun until the colour disappeared and then stirred at ambient temperature for 0.5 h after which a solution of 1-N-boc-3-pyrrolidinone (2.8 g, 15.3 mmol) in dry tetrahydrofuran (10 mL) was added drop wise. The reaction mixture was stirred for 0.5 h at ambient temperature and then quenched with water (70 mL). Aqueous saturated ammonium chloride (20 mL) was added and the mixture was extracted with ethyl acetate (2×100 mL). The combined organic phase was dried (MgSO4), filtered and evaporated. Purification by flash column chromatography on silica gel (ethyl acetate/isooctane, 1:1) gave the title compound (2.43 g). MS m/z (rel. intensity, 70 eV) 315 (M+, 1), 259 (14), 214 (22), 184 (13), 143 (11), 57 (bp).

1. temperatureThe mixture was heated with
2. temperaturea heat-gun until the colour
3. additionwas added drop wise
4. customquenched with water (70 mL)
5. additionAqueous saturated ammonium chloride (20 mL) was added
6. extractionthe mixture was extracted with ethyl acetate (2×100 mL)
7. dry with materialThe combined organic phase was dried (MgSO4)
8. filtrationfiltered
9. customevaporated
10. customPurification by flash column chromatography on silica gel (ethyl acetate/isooctane, 1:1)