反应详情

1.4 g of benzyltriethyl ammoniumchloride (TEBA) and a solution of 12 g of sodium hydroxide in 12 ml of water are added with stirring to a solution of 9.6 g of 6-methyl-1,2,3,4-tetrahydroquinolin-2-one in 150 ml of methylene chloride. After 20 minutes 23.2 g of diethyl sulphate are added slowly dropwise; stirring is effected for 20 hours, the last 4 hours under reflux. Excess diethyl sulphate is decomposed by addition of 100 ml of 4 N sodium hydroxide solution. One acidifies and extracts for several times with methylene chloride. The organic phase is dried and concentrated and the residue is purified by chromatography over silica gel (eluent: methylene chloride). 9.4 g (83% of theory) of 1-ethyl-6-methyl-1,2,3,4-tetrahydroquinolin-2-one are obtained as oil.

1. temperaturethe last 4 hours under reflux
2. customThe organic phase is dried
3. concentrationconcentrated
4. customthe residue is purified by chromatography over silica gel (eluent: methylene chloride)