反应详情

4 ml (40.6 mmol) of phenylhydrazine are added, at room temperature, to a solution of 4.6 g (13.6 mmol) of ethyl 6-chloro-2-(ethoxycarbonyl)-1-methyl-oxo-1H-indole-3-acetate in 120 ml of acetic acid. The reaction mixture is stirred for 30 min at room temperature and then for 4 h under reflux. The medium is cooled and 350 ml of dichloromethane and 100 ml of water are added. The organic phase is decanted off, washed with a saturated aqueous sodium hydrogen carbonate solution, then with water, dried over sodium sulphate, filtered, concentrated under reduced pressure and the residue purified by chromatography on a silica gel column.

1. temperaturefor 4 h under reflux
2. temperatureThe medium is cooled
3. customThe organic phase is decanted off
4. washwashed with a saturated aqueous sodium hydrogen carbonate solution
5. dry with materialwith water, dried over sodium sulphate
6. filtrationfiltered
7. concentrationconcentrated under reduced pressure
8. customthe residue purified by chromatography on a silica gel column