反应详情

Mercury(II) sulfate (3.55 g) was added to a solution of 1-(N-allyloxycarbonyl-N-benzylamino)-4-trimethylsilyl-3-butyn-2-ol (19.75 g) in a mixture of sulfuric acid (0.15 ml), ethylene glycol (60 ml), and tetrahydrofuran (120 ml). The mixture was stirred at 30°~40° C. for 35 hours. Sodium hydrogen carbonate (1 g) was added to the mixture and the mixture was stirred at 30°~40° C. for one hour. An insoluble material was filtered off and the filtrate was concentrated under reduced pressure to give a syrup. A solution of the syrup in ethyl acetate (250 ml) was washed with water (150 ml), dried over magnesium sulfate, and concentrated under reduced pressure to give an oil. The oil was subjected to a column chromatography on silica gel (400 g) and eluted with a mixture of hexane and ethyl acetate (5:5, V/V) to give 2-[2-(N-allyloxycarbonyl-N-benzylamino)-1-hydroxyethyl]-2-methyl-1,3-dioxolane (11.6 g) as a syrup.

1. stirringthe mixture was stirred at 30°~40° C. for one hour
2. filtrationAn insoluble material was filtered off
3. concentrationthe filtrate was concentrated under reduced pressure
4. customto give a syrup
5. washA solution of the syrup in ethyl acetate (250 ml) was washed with water (150 ml)
6. dry with materialdried over magnesium sulfate
7. concentrationconcentrated under reduced pressure
8. customto give an oil
9. washeluted with a mixture of hexane and ethyl acetate (5:5, V/V)