反应详情

Cyclopropyl(2-thienyl)methanone (Aldrich, 1.5 g, 9.9 mmol) was diluted in chloroform (10 mL). Aluminum chloride (2.96 g, 22.2 mmol, 2.3 eq) was added, followed by the dropwise addition of bromine (0.56 mL, 11 mmol, 1.1 eq) in chloroform (10 mL). The mixture was stirred at rt overnight, then poured onto ice water (100 mL). The whole was extracted with dichloromethane, and the combined organic layers were dried over sodium sulfate, filtered, and concentrated to give brown oil. The crude product was purified by isco combiflash, 120 g column, eluting with 0-15% ethyl acetate in hexanes. Yellow oil was obtained.

1. additionpoured onto ice water (100 mL)
2. extractionThe whole was extracted with dichloromethane
3. dry with materialthe combined organic layers were dried over sodium sulfate
4. filtrationfiltered
5. concentrationconcentrated
6. customto give brown oil
7. customThe crude product was purified by isco combiflash, 120 g column
8. washeluting with 0-15% ethyl acetate in hexanes
9. customYellow oil was obtained