反应详情

(R)-3-(N-Benzyloxycarbonylpyrrolidin-2-yl-carbonyl)-5-bromo-1H-indole(0.67 g, 1.57 mmol) was dissolved in anhydrous tetrahydrofuran (20 mL) and at room temperature under nitrogen was added lithium borohydride (2 molar in tetrahydrofuran) (1.2 mL, 2.4 mmol). The reaction mixture was stirred at room temperature for 3 hours and warmed to reflux for 16 hours. After cooling to room temperature, 2NHCl (10 mL) was added dropwise and the reaction mixture partitioned between ethyl acetate and water. The separated organic phase was washed with saturated aqueous sodium hydrogen carbonate (2×), brine (1×), dried (Na2SO4), and evaporated in vacuo to give a colourless oil. Purification by column chromatography on silica gel, eluting with dichloromethane gave the title compound as an oil (0.32 g). TLC (SiO2 :CH2Cl2): Rf =0.2.

1. temperaturewarmed
2. temperatureto reflux for 16 hours
3. temperatureAfter cooling to room temperature
4. addition2NHCl (10 mL) was added dropwise
5. customthe reaction mixture partitioned between ethyl acetate and water
6. washThe separated organic phase was washed with saturated aqueous sodium hydrogen carbonate (2×), brine (1×)
7. dry with materialdried (Na2SO4)
8. customevaporated in vacuo
9. customto give a colourless oil
10. customPurification by column chromatography on silica gel
11. washeluting with dichloromethane