Hydrochloric Acid → 5-Methoxy-2-naphthoic acid

Participants

Reaction Conditions

Reaction Steps

A solution of 5-methoxy-2-naphthonitrile (455 mg, 2.5 mmol) and KOH (460 mg, 8.2 mmol) in 95% ethanol (5 mL) is heated to reflux for 24 hours. The reaction mixture is allowed to cool, diluted with water then acidified to pH<2 with concentrated HCl. The resulting precipitate is collected by filtration, washed with water and dried by heating at 70° C. under vacuum to give 5-methoxy-2-naphthoic acid as a white solid (471 mg, 94%). HRMS (EI) calculated for C12H10O3: 202.0630, found 202.0627.

Provenance & Evidence