反应详情

To a solution of 4-cyanobutyl thioacetate (613 mg, 3.90 mmol) in methanol (10 ml) and was added 1M sodium methoxide (3.06 ml) and stirred at room temperature for 1 h. Then (3RS,4RS)-4-(9-methansulfonyloxynonyl)-7-methoxy-3-(4-methoxyphenyl)-3-methylthiochroman (290 mg, 0.557 mmol) dissolved in dry tetrahydrofuran (5 ml) was added dropwise thereto at room temperature and stirred overnight. When the reaction was completed, water was added to the reaction solution which was then extracted with ethyl acetate. The organic layer was washed with water and saturated sodium chloride solution and dried over anhydrous magnesium sulfate. The residue was concentrated under reduced pressure and flash chromatographed on silica gel (n-hexane:ethyl acetate=8:2) to give 495 mg (165%, contains the 4-cyanobutan-1-thiol) of the title compound as a colorless oil.

1. additionwas added dropwise
2. stirringat room temperature and stirred overnight
3. extractionwas then extracted with ethyl acetate
4. washThe organic layer was washed with water and saturated sodium chloride solution
5. dry with materialdried over anhydrous magnesium sulfate
6. concentrationThe residue was concentrated under reduced pressure and flash
7. customchromatographed on silica gel (n-hexane:ethyl acetate=8:2)
8. customto give 495 mg (165%