反应详情

tert-Butyl 3-(methylsulfonyloxy)piperidine-1-carboxylate (0.54 g, 1.94 mmol) and sodium iodide (0.87 g, 5.8 mmol) were dissolved in acetone (10 ml) and the solution was refluxed under an inert gas for 6 h and then stirred at room temperature for 15 h. After thin layer chromatography control, the reaction mixture was heated in three portions in a microwave oven (CEM Discover): 10 min 100° C. 150 watt, 15 min 150° C. 200 watt, 20 min 100° C. 150 watt. After thin layer chromatography control, the three portions were combined, sodium thiosulfate solution (20 ml, 5 mmol/l) was added, the phases were separated and the aqueous phase was extracted with ethyl acetate (2×20 ml). The combined organic phases were washed with saturated sodium chloride solution (10 ml), dried over sodium sulfate and concentrated in vacuo. The crude product was purified by column chromatography (silica gel) with hexane/diethyl ether (3:1). Yield: 0.14 g (23%)

1. temperaturethe solution was refluxed under an inert gas for 6 h
2. temperatureAfter thin layer chromatography control, the reaction mixture was heated in three portions in a microwave oven (CEM Discover)
3. custom10 min 100° C
4. custom150 watt, 15 min 150° C
5. custom200 watt, 20 min 100° C
6. customthe phases were separated
7. extractionthe aqueous phase was extracted with ethyl acetate (2×20 ml)
8. washThe combined organic phases were washed with saturated sodium chloride solution (10 ml)
9. dry with materialdried over sodium sulfate
10. concentrationconcentrated in vacuo
11. customThe crude product was purified by column chromatography (silica gel) with hexane/diethyl ether (3:1)