Hydrochloric Acid → 4,5-dihydro-2-(2-phenylethyl)-6H-imidazo[4,5,1-ij]-quinolin-6-one

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Reaction Steps

Fifteen grams of 8-amino-2,3-dihydro-4(1H) -quinolinone was dissolved in methanol (300 mL), and after addition of 3-phenylpropionaldehyde (14.6 mL) and 1N HCl (3 mL), the mixture was stirred at room temperature for 2 hrs, followed by addition of silica gel (60 g) to the reaction mixture, and the solvent was removed under reduced pressure. The residue was heated at 100° C. for 2 hrs and purified by silica gel column chromatography (eluent: hexane/ethyl acetate) to yield the titled compound as yellow crystals (13.2 g).

Provenance & Evidence