反应详情

540 mg (1.79 mmol) of tert-butyl 5,5,5-trifluoro-2-(4-methylphenyl)pentanoate, 333.8 mg (1.78 mmol) of N-bromosuccinimide and 14.7 mg (0.09 mmol) of 2,2′-azobis-2-methylpropionitrile in 10 ml of carbon tetrachloride were stirred under reflux for 2 h. After the reaction had gone to completion, the succinimide was filtered off and the filter residue was washed with dichloromethane. The filtrate was concentrated under reduced pressure. The crude product was purified chromatographically on silica gel (mobile phase cyclohexane/ethyl acetate 10:1). This gave 659 mg (1.72 mmol, 97% of theory) of a yellowish oil.

1. temperatureunder reflux for 2 h
2. filtrationthe succinimide was filtered off
3. washthe filter residue was washed with dichloromethane
4. concentrationThe filtrate was concentrated under reduced pressure
5. customThe crude product was purified chromatographically on silica gel (mobile phase cyclohexane/ethyl acetate 10:1)