反应详情

A mixture of 5-(2-methylphenyl)cyclohexane-1,3-dione (1.3 g) and ammonium acetate (0.49 g) in ethanol (30 ml) was stirred at room temperature for 30 minutes, and to the mixture was added 3-butyn-2-one (0.44 g). The reaction solution was stirred at room temperature for 1.5 hours and refluxed for 27 hours. Under reduced pressure, the solvent was evaporated, and the residue was dissolved in ethyl acetate. The solution was washed with sodium hydrogen carbonate solution, water and saturated brine, dried with magnesium sulfate and concentrated under reduced pressure, and the residue was purified with silica gel column chromatography (EtOAc/hexane) to give colorless crystals of 2-methyl-7-(2-methylphenyl)-5,6,7,8-tetrahydroquinolin-5-one (0.88 g).

1. stirringThe reaction solution was stirred at room temperature for 1.5 hours
2. temperaturerefluxed for 27 hours
3. customUnder reduced pressure, the solvent was evaporated
4. dissolutionthe residue was dissolved in ethyl acetate
5. washThe solution was washed with sodium hydrogen carbonate solution, water and saturated brine
6. dry with materialdried with magnesium sulfate
7. concentrationconcentrated under reduced pressure
8. customthe residue was purified with silica gel column chromatography (EtOAc/hexane)