反应详情

An amount (6.6 g) of 1-fluoro-2-fluoromethyl-3-butyn-2-ol and p-toluenesulfonyl chloride (9.5 g) were dissolved in tetrahydrofuran (100 ml); to the solution under cooling with ice, 60% oily sodium hydride (2.4 g) was added under a nitrogen atmosphere. After the end of the addition, the mixture was stirred for 5 hours while its temperature was raised to room temperature. To the reaction mixture, water was added followed by extraction with ether. The extract was washed with water and a saturated aqueous solution of sodium chloride, dried with anhydrous sodium sulfate and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography (eluent; hexane/methylene chloride=1/1) to give the titled compound (11.1 g).

1. additionwas added under a nitrogen atmosphere
2. additionAfter the end of the addition
3. extractionfollowed by extraction with ether
4. washThe extract was washed with water
5. dry with materiala saturated aqueous solution of sodium chloride, dried with anhydrous sodium sulfate
6. concentrationconcentrated under reduced pressure