Benzaldehyde → 8-methyl-2-phenylquinoline-4-carboxylic acid

Participants

Reaction Steps

A solution of 2 -methylaniline (28 g) in EtOH (50 mL) was added to a solution of pyruvic acid (33 g) and benzaldehyde (28 g) in EtOH (100 mL), and the mixture was heated under reflux for 3 h and then allowed to cool overnight. The resulting solid was collected by filtration, washed well with cold EtOH and benzene and dried to give a product (13.4 g) of acceptable purity. A sample crystallized from EtOH had mp 245°-246° C. (lit. mp 245° C. Doebner and Giesecke, Ann. 1887, 242, 290).

Provenance & Evidence