反应详情

[3-(2-Acetylamino-ethyl)-1H-indol-5-yl]-carbamic acid allyl ester (1 mmol) is dissolved in THF (27 mL) and borane-THF (2 mmol) added dropwise. After 2 h, sodium hydroxide (4 mL of 3 M) and hydrogen peroxide (4 mL of 30%) are added and the solution stirred an additional 1 h. The solution is concentrated to half its volume, 10 mL water is added and it is extracted with ethyl acetate (4×25 mL). The combined extracts are washed with brine, dried, the solvent removed in vacuo, and the product chromatographed on silica gel with 5% methanol in chloroform as eluent.

1. concentrationThe solution is concentrated to half its volume, 10 mL water
2. additionis added
3. extractionit is extracted with ethyl acetate (4×25 mL)
4. washThe combined extracts are washed with brine
5. customdried
6. customthe solvent removed in vacuo
7. customthe product chromatographed on silica gel with 5% methanol in chloroform as eluent