Vanillin → HCID 70491162, compound

Participants

Reaction Steps

A mixture of 5,6,7,8-tetrahydro-3-methylquinoline (20 ml), vanillin (25 g), acetic anhydride (50 ml), and zinc chloride (1 g) was heated at reflux for 30 hours. The solvent was removed by evaporation and the residue was dissolved in ethyl acetate. This solution was shaken with 2N HCl and a crystalline solid was deposited. This was removed by filtration, washed with diethyl ether and propan-2-ol/diethyl ether. The product was then dried to give the title compound as the hydrochloride salt (34 g) m.p. 223°-5° C.

Provenance & Evidence