反应详情

A solution of tetrahydrothiopyran-4-one-3-carboxylic acid, allyl ester (1.0 g, 5 mmol) in 1 mL of dimethylformamide was added to a stirred mixture of sodium hydride (60% in oil, 0.2.2 g, 5.5 mmol) and 1-iodopropane (0.934 g, 5.5 mmol) in 2.5 mL of dimethylformarnmide at 0° C. The reaction mixture was warmed to room temperature and stirred overnight. The reaction mixture was diluted with water and extracted with ether. The etheral layer was washed with saturated sodium chloride solution and dried over anhydrous magnesium sulfate. The solvent was removed in vacuo and the residue purified by flash column chromatography on silica gel eluted with hexane:ether (19:1) to give 0.277 g of 3-propyl-tetrahydrothiopyran-4-one-3-carboxylic acid, allyl ester.

1. extractionextracted with ether
2. washThe etheral layer was washed with saturated sodium chloride solution
3. dry with materialdried over anhydrous magnesium sulfate
4. customThe solvent was removed in vacuo
5. customthe residue purified by flash column chromatography on silica gel
6. washeluted with hexane:ether (19:1)