Hydrochloric Acid → HCID 23128141, compound

Participants

Reaction Steps

A mixture of 3-allyloxy-7-fluoro-1-methyl-4quinolone (2.1 g), prepared as described in Example 8(a), sodium methoxide (3 g) and dry methanol (50 ml) was heated under reflux for 4 days. Methanolic hydrochloric acid was added to neutralise the solution and tris(triphenylphosphine)rhodium chloride (0.2 g) was added. The mixture was heated under reflux for 3 days and then acidified with methanolic hydrochloric acid to pH 1. The solvent was removed by distillation under reduced pressure and the residue stirred with aqueous sodium hydroxide (0.5M, 50 ml) and filtered. The filtrate was neutralised with hydrochloric acid (5M, 5 ml), the precipitate was collected by filtration and washed with water (2×10 ml) to give the novel compound 3-hydroxy-7-methoxy-1-methyl-4-quinolone, m.p. 228°.

Provenance & Evidence