反应详情

To a solution of 812 mg (3.38 mmol) rac-3-isocyanato-3-methyl-piperidine-1-carboxylic acid tert-butyl ester in 17 ml THF were added 16.9 ml 2N NaOH and the emulsion stirred vigorously at ambient temperature for 20 h. The emulsion was diluted with tert-butyl methyl ether and extracted three times. The combined extracts were washed with brine to neutral pH, dried over sodium sulfate, filtered and evaporated. The crude product was purified by column chromatography on silica gel with a gradient of heptane and 10 to 100% ethyl acetate then with ethyl acetate/MeOH provided the title compound: 232 mg colourless oil which crystallized at ambient temperature MS (m/e): 215.2 (M+H).

1. extractionextracted three times
2. washThe combined extracts were washed with brine to neutral pH
3. dry with materialdried over sodium sulfate
4. filtrationfiltered
5. customevaporated
6. customThe crude product was purified by column chromatography on silica gel with a gradient of heptane and 10 to 100% ethyl acetate