Acetylacetone → HCID 10966959, compound

Participants

Reaction Steps

To a mixture of 5-phenylcyclohexane-1,3-dione (2.0 g) and ammonium acetate (0.90 g) in ethanol (30 ml) was added acetylacetone (1.1 g), and the mixture was stirred at room temperature for 1 hour and refluxed for 21 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 insoluble materials were filtered off. The filtrate was concentrated, and the residue was purified with silica gel column chromatography (EtOAc/hexane). The resulting crystals were recrystallized from diisopropylether and hexane to give colorless crystals of 2,4-dimethyl-7-phenyl-5,6,7,8-tetrahydroquinolin-5-one (0.6 g).

Provenance & Evidence