反应详情

The diol 14 (1.047 g, 4.05 mmol) was dissolved in cyclohexane (30 mL) and vigorously stirred with 48% HBr (0.5 mL, 4.46 mmol, 1.1 eq.). The mixture was refluxed for 6 h, diluted with water (50 mL) and the phases were separated. The aqueous phase was extracted with a mixture of dichloromethane and methanol (v/v, 4:1 3×20 mL). The combined organic layer was dried over MgSO4. The product was purified by column chromatography with silica gel (6×6 cm, cyclohexane/ethyl acetate, 8:1) and isolated as a white solid. Yield: 4.598 g (96%). Traces of 1,16-dibromohexadecane were also found.

1. temperatureThe mixture was refluxed for 6 h
2. customthe phases were separated
3. extractionThe aqueous phase was extracted with a mixture of dichloromethane and methanol (v/v, 4:1 3×20 mL)
4. dry with materialThe combined organic layer was dried over MgSO4
5. customThe product was purified by column chromatography with silica gel (6×6 cm, cyclohexane/ethyl acetate, 8:1)
6. customisolated as a white solid