Hydrochloric Acid → 7-Ethoxyquinoline-8-carboxylic acid

Participants

Reaction Conditions

Reaction Steps

To the title compound of Step C (1.3 g, 5.4 mmol) in THF (22 mL) and H2O (11 mL) was added LiOH hydrate (675 mg, 16.5 mmol) and MeOH. The mixture was heated at 67° C. for 12 h. Additional LiOH hydrate (675 mg, 16.5 mmol) was added and the heating was continued at 70° C. for 1 days. Additional LiOH hydrate (1.4 g, 33 mmol) was added and the heating was continued at 75° C. for 1 day. The reaction was allowed to cool to rt, acidified to pH=3 with 1N HCl (aq) and concentrated. Purification via prep HPLC gave the title compound (1 g, 84%). MS (ESI) mass calcd. for C12H11NO3, 217.1; m/z found 218.0 [M+H]+.

Provenance & Evidence