反应详情

温度

60 °C

To a solution of (1-Cyano-2-methanesulfonyl-1-methyl-ethyl)-carbamic acid benzyl ester (Example 109a, 3.07 g, 10.4 mmol) in dry ethanol (58 ml) were added triethylamine (2.17 mL, 15.5 mmol) and hydroxylamine hydrochloride (936 mg, 13.5 mmol). The reaction mixture was then stirred at 60° C. for 18 hours. The reaction mixture was concentrated in vacuo. The residue was dissolved in ethylacetate and extracted with an 1.0M aqueous solution of sodium carbonate. The organic phase was collected and the aqueous phase was back-extracted with ethylacetate. The combined organic phases were dried over sodium sulfate and evaporated down to dryness. The crude material was purified by flash chromatography on silica eluting with a ethyl acetate/heptane gradient to yield the title compound (2.04 gr, 60%) as a white powder. MS (ESI, m/z): 330.6 (M+H+).

1. concentrationThe reaction mixture was concentrated in vacuo
2. dissolutionThe residue was dissolved in ethylacetate
3. extractionextracted with an 1.0M aqueous solution of sodium carbonate
4. customThe organic phase was collected
5. extractionthe aqueous phase was back-extracted with ethylacetate
6. dry with materialThe combined organic phases were dried over sodium sulfate
7. customevaporated down to dryness
8. customThe crude material was purified by flash chromatography on silica eluting with a ethyl acetate/heptane gradient