Hydrochloric Acid → 2-(4-Fluorophenethyl)-5-hydroxybenzoic acid

Participants

Reaction Steps

Methyl 2-(4-fluorophenethyl)-5-methoxybenzoate (33.8 g, 117 mmol) and pyridine hydrochloride (170 g) were heated at 220° C. for 2 hours. The black reaction mixture was cooled, poured into 2N HCl (1 L), and the pale-brown solid extracted with ethyl acetate (2×450 ml). The extracts were washed with 2N HCl (500 ml), brine (200 ml), dried (MgSO4) and evaporated to give 2-(4-fluorophenethyl)-5-hydroxy benzoic acid (30 g, quantitative).

Provenance & Evidence