反应详情

Diethylaminosulfur trifluoride (3.3 g, 20.5 mmols) was added to dichloromethane (30 mL) solution of tert-butyl (2S)-2-(hydroxymethyl)pyrrolidine-1-carboxylate (3.2 g, 15.9 mmols) under cooling with ice, and stirred at the same temperature for 6 hours. The reaction liquid was poured into saturated aqueous sodium hydrogencarbonate solution and extracted with ethyl acetate. Then the organic layer was washed with water and saturated brine and dried over anhydrous sodium sulfate. Concentrating the reaction liquid under reduced pressure, the residue was purified on silica gel column chromatography (C-300; ethyl acetate:hexane=1:20) to provide the title compound (390 mg, 12%).

1. temperatureunder cooling with ice
2. customThe reaction liquid
3. extractionextracted with ethyl acetate
4. washThen the organic layer was washed with water and saturated brine
5. dry with materialdried over anhydrous sodium sulfate
6. concentrationConcentrating
7. customthe reaction liquid under reduced pressure
8. customthe residue was purified on silica gel column chromatography (C-300; ethyl acetate:hexane=1:20)