反应详情

To a solution of 6-(2-Nitrovinyl)-1H-indole (1.0 g) in tetrahydrofuran (100 mL) was added portionwise lithium aluminum hydride (0.95 g) and the resulting mixture stirred at reflux for 1 hour. The reaction mixture was treated sequentially with water (0.95 mL), 15% sodium hydroxide (0.95 mL), and water (2.85 mL). The resulting suspension was filtered and the filtrate diluted with ethyl acetate (200 mL), washed with saturated aqueous sodium bicarbonate (100 mL), saturated aqueous sodium chloride, dried over sodium sulfate, filtered and the filtrate concentrated under reduced pressure. The residue was subjected to silica gel chromatography. Fractions containing product were combined and concentrated under reduced pressure to provide 0.525 g (62%) of the desired compound.

1. temperatureat reflux for 1 hour
2. filtrationThe resulting suspension was filtered
3. additionthe filtrate diluted with ethyl acetate (200 mL)
4. washwashed with saturated aqueous sodium bicarbonate (100 mL), saturated aqueous sodium chloride
5. dry with materialdried over sodium sulfate
6. filtrationfiltered
7. concentrationthe filtrate concentrated under reduced pressure
8. additionFractions containing product
9. concentrationconcentrated under reduced pressure