反应详情

To a solution of 5-bromoindole (5 g, 25.5 mmol) in glacial acetic acid (60 mL) was added N-methylmaleimide (6.1 g, 56.11 mmol) and the resulting mixture was heated to reflux for 4 days. The acetic acid was removed by distillation and the crude product was dissolved in diethyl ether (500 mL) and washed with saturated sodium bicarbonate (2×100 mL) and brine (3×100 mL). The solvent was evaporated and the residue chromatographed on silica gel using hexane/ethyl acetate (1:1) as the eluent to provide 3-(5-bromo-1H-indol-3-yl)-N-methylsuccinimide (5.85 g, 75%). Yellow solid, mp 194°-195° C.

1. temperaturethe resulting mixture was heated
2. temperatureto reflux for 4 days
3. customThe acetic acid was removed by distillation
4. dissolutionthe crude product was dissolved in diethyl ether (500 mL)
5. washwashed with saturated sodium bicarbonate (2×100 mL) and brine (3×100 mL)
6. customThe solvent was evaporated
7. customthe residue chromatographed on silica gel