反应详情

To a solution of 0.39 g (2.2 mmol) of 6-phenylhexan-1-ol and 0.38 ml (2.7 mmol) of triethylamine in 20 ml of ether, methanesulfonyl chloride was added dropwise under ice-cooling, followed by stirring for 10 minutes. The ether solution was washed with water and saturated aqueous sodium chloride, after which it was dried over anhydrous magnesium sulfate; the solvent was distilled off under reduced pressure. The residual oil (crude 6-phenylhexyl methanesulfonate) was dissolved in 30 ml of acetonitrile; 0.289 g (1.811 mmol) of 4,5,6,7-tetrahydrofuro[2,3-c]pyridine hydrochloride and 0.76 ml (5.4 mmol) of triethylamine were added, followed by refluxing for 3 hours. The solvent was distilled off from the reaction mixture under reduced pressure. The resulting crude product was purified by silica gel column chromatography (hexane/ethyl acetate=6/1) to yield the desired product.

1. temperaturecooling
2. washThe ether solution was washed with water and saturated aqueous sodium chloride
3. dry with materialafter which it was dried over anhydrous magnesium sulfate
4. distillationthe solvent was distilled off under reduced pressure
5. dissolutionThe residual oil (crude 6-phenylhexyl methanesulfonate) was dissolved in 30 ml of acetonitrile
6. temperatureby refluxing for 3 hours
7. distillationThe solvent was distilled off from the reaction mixture under reduced pressure
8. customThe resulting crude product was purified by silica gel column chromatography (hexane/ethyl acetate=6/1)