7-(Benzyloxy)-2-naphthoic acid → 7-Hydroxy-2-naphthoic acid

Participants

Reaction Conditions

Reaction Steps

A suspension of 7-benzyloxy-2-naphthoic acid (208 mg, 0.75 mmol) and 10% palladium on carbon (208 mg) in 1,4-cyclohaxadiene (1 mL) and ethanol (2 mL) is heated at 60° C. for 24 hours. The reaction is allowed to cool and filtered through a plug of AG50W×2 resin (H+ form). The plug is washed with methanol and the washes are evaporated to dryness to give 7-hydroxy-2-naphthoic acid as a tan solid (87 mg, 62%). 1H NMR (400 MHz, CD3OD) δ 8.4, 7.8, 7.2.

Provenance & Evidence