反应详情

To a solution of t-butyl (3RS)-3-hydroxytetradecanoate (20.0 g) in dry pyridine (100 ml) was added acetic anhydride (7.8 ml) at ambient temperature. The mixture was stirred at the same temperature overnight. Acetic anhydride (3 ml) was added to the mixture. The mixture was stirred for additional 2 hours at the same temperature. To the mixture was added methanol (50 ml) under ice-cooling. The mixture was concentrated under reduced pressure. The residue was dissolved in ethyl acetate. The organic solution was washed with 1N hydrochloric acid and saturated aqueous sodium chloride, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was purified by a column chromatography on silica gel (400 g) (chloroform:methanol 100:1 V/V) to give t-butyl (3RS)-3-acetoxytetradecanoate (14.04 g).

1. stirringThe mixture was stirred for additional 2 hours at the same temperature
2. temperaturecooling
3. concentrationThe mixture was concentrated under reduced pressure
4. dissolutionThe residue was dissolved in ethyl acetate
5. washThe organic solution was washed with 1N hydrochloric acid and saturated aqueous sodium chloride
6. dry with materialdried over magnesium sulfate
7. concentrationconcentrated under reduced pressure
8. customThe residue was purified by a column chromatography on silica gel (400 g) (chloroform:methanol 100:1 V/V)