反应详情

1-Acetyl-4,6-dimethyl-5-nitroindoline (2.4 g) was dissolved in methanol (25 ml). Hydrochloric acid 6N (20 ml) was added, followed by reflux for 15 hours. After the completion of the reaction, the solvent was evaporated under reduced pressure. The residue was dissolved in chloroform, and the mixture was washed with saturated aqueous sodium bicarbonate and saturated brine, and dried over sodium sulfate. The solvent was evaporated under reduced pressure. The residue was chromatographed (ISCO, hexane/EtOAc, 0-40%, 40 min) to give 1.8 g of 4,6-dimethyl-5-nitroindoline as yellow solids. 1H NMR (DMSO-d6, 400 MHz): δ 6.36 (brs, 1H, exchangeable with D2O, NH), 6.20 (s, 1H), 3.54 (t, J=8.0 Hz, 2H), 2.91 (t, J=8.0 Hz, 2H), 2.17 (s, 3H), 2.10 (s, 3H).

1. temperatureby reflux for 15 hours
2. customAfter the completion of the reaction
3. customthe solvent was evaporated under reduced pressure
4. dissolutionThe residue was dissolved in chloroform
5. washthe mixture was washed with saturated aqueous sodium bicarbonate and saturated brine
6. dry with materialdried over sodium sulfate
7. customThe solvent was evaporated under reduced pressure
8. customThe residue was chromatographed (ISCO, hexane/EtOAc, 0-40%, 40 min)