Hydrochloric Acid → HCID 15592451, compound

Participants

Reaction Steps

A solution of ethyl 1,2-dihydro-3-methyl-7-oxo-3H,5H-naptho[1,2,3-ij]quinolizine-6-carboxylate (12.5 g., 0.0389 mole) in ethanol (175 ml.) was treated with a solution of potassium hydroxide (4.3 g., 0.0786 mole) in ethanol (175 ml.). The mixture was then heated to its reflux temperature and maintained at reflux for two hours. The intermediate formed was potassium 1,2-dihydro-3-methyl-7-oxo-3H,5H-naphtho[1,2,3-ij]quinolizine-6-carboxylate. The mixture was diluted with hot water (350 ml.) then acidified with hydrochloric acid. The precipitate was collected by filtration, washed with a fifty percent ethanol-water mixture and dried. The solid was recrystallized from N,N-dimethylformamide to give yellow needles of 1,2-dihydro-3-methyl-7-oxo-3H,5H-naphtho[1,2,3-ij]quinolizine-6-carboxylic acid, m.p. 270°-273° C.

Provenance & Evidence