反应详情

温度

80 °C

To a stirred solution of methyl 1-(p-tolyl)cyclopropanecarboxylate (3 g, 15.77 mmol) in acetonitrile (42 mL), was added N-bromosuccinimide (2.807 g, 15.77 mmol) followed by benzoyl peroxide (0.164 g, 0.473 mmol). The reaction was stirred at 80° C. for 2 hours 40 minutes and then allowed to cool to room temperature. The reaction mixture was diluted with water and extracted with dichloromethane (×3). The combined organic extracts were washed with brine and dried (magnesium sulfate), filtered and concentrated under reduced pressure to afford a red oil. The crude material was purified by silica gel column chromatography eluting with 0-9% ethyl acetate in iso-hexane to afford the title compound (2.478 g, 58%).

1. temperatureto cool to room temperature
2. extractionextracted with dichloromethane (×3)
3. washThe combined organic extracts were washed with brine
4. dry with materialdried (magnesium sulfate)
5. filtrationfiltered
6. concentrationconcentrated under reduced pressure
7. customto afford a red oil
8. customThe crude material was purified by silica gel column chromatography
9. washeluting with 0-9% ethyl acetate in iso-hexane