Hydrochloric Acid → HCID 23128113, compound

Participants

Reaction Steps

A mixture of the crude 3-allyloxy-7-cyano-1-methyl-4-quinolone (1.2 g), tris(triphenylphosphine)rhodium chloride (0.1 g) and ethanol (200 ml) was heated under reflux for 2 days. Hydrochloric acid (1M, 10 ml) was added, the mixture heated under reflux for 2 hours and then the solvent was evaporated under reduced pressure at 50°. The residue was extracted with aqueous sodium hydroxide (1M, 50 ml) and the extract neutralised with hydrochloric acid (12M, 4 ml). The resultant solid was collected by filtration and washed with water (10 ml) t give the novel compound 7-cyano-3-hydroxy-1-methyl-4-quinolone, m.p. 305°.

Provenance & Evidence