反应详情

温度

70 °C

2-(4-benzoylphenoxymethyl)oxirane (10.0 g; 39.3 mmol) was dissolved in 1,2-dichloroethane (100 mL). To the solution was charged water (100 mL), 1 M aqueous perchloric acid (25 mL), trifluoroacetic acid (5 mL) and tetrabutylammonium hydrogensulfate (1.336 g; 3.93 mmol). The biphasic reaction mixture was stirred vigorously and heated to 70° C. for 6 h. The reaction was cooled to ambient temperature, diluted with dichloromethane (100 mL) and the organic phase was separated. The aqueous phase was further extracted with dichloromethane (50 mL). The solvent were evaporated to give a white solid. Recrystallisation from 1,2-dimethoxyethane/isopropylalcohol provided the desired 3-(4-benzoylphenoxyl)propane-1,2-diol as a white solid (7.05 g; 66% yield).

1. customThe biphasic reaction mixture
2. temperatureThe reaction was cooled to ambient temperature
3. customthe organic phase was separated
4. extractionThe aqueous phase was further extracted with dichloromethane (50 mL)
5. customThe solvent were evaporated
6. customto give a white solid
7. customRecrystallisation from 1,2-dimethoxyethane/isopropylalcohol