反应详情

To a solution of 1-tosyl-1H-indole-3-carbaldehyde (7 g, 23.385 mmol) in MeOH (70 mL), NaBH4 (1.77 g, 46.769 mmol) was added at 0° C. and the mixture was stirred for 10 min. The reaction mixture was allowed to warm to rt and stirring was continued for 18 h. The solvent was removed under reduced pressure at 45° C. and the crude reaction mixture was quenched with saturated aqueous ammonium chloride solution. Ethyl acetate was added and the organic layer was washed with water and brine. The organic layer was dried over anhydrous sodium sulfate. The organic layer was concentrated under reduced pressure to yield a solid (6.5 g, 92%). [1H-NMR (CDCl3, 300 MHz) δ 8.02-7.95 (m, 1H), 7.82-7.75 (m, 2H), 7.65-7.53 (m, 2H), 7.40-7.19 (m, 4H)].

1. stirringstirring
2. waitwas continued for 18 h
3. customThe solvent was removed under reduced pressure at 45° C.
4. customthe crude reaction mixture
5. customwas quenched with saturated aqueous ammonium chloride solution
6. additionEthyl acetate was added
7. washthe organic layer was washed with water and brine
8. dry with materialThe organic layer was dried over anhydrous sodium sulfate
9. concentrationThe organic layer was concentrated under reduced pressure