Hydrochloric Acid → 3-Bromo-5-(methoxycarbonyl)benzoic acid

Participants

Reaction Steps

Into a round-bottom flask were charged with dimethyl 5-bromoisophthalate (0.50 g, 1.8 mmol), barium hydroxide octahydrate (0.43 g, 1.4 mmol) and methanol (10 mL). The mixture was stirred at room temperature overnight. HCl (2 N ethyl ether solution, 10 mL) was added and the volatiles were removed under reduced pressure. The residue was purified via flash chromatography to afford the desired product as a white solid. 1H NMR (400 MHz, DMSO-d6): 13.70 (br, 1H), 8.42 (t, J=1.5 Hz, 1H), 8.31-8.24 (m, 2H), 3.90 (s, 3H).

Provenance & Evidence