Hydrochloric Acid → 3-(5-Methylpyridin-2-yl)-5-(methylsulfonyl)benzoic acid

Participants

Reaction Steps

Into a round-bottom flask were charged methyl 3-(5-methylpyridin-2-yl)-5-(methylsulfonyl)benzoate (0.60 g, 1.96 mmol), barium hydroxide octahydrate (1.23 g, 3.90 mmol) and methanol (50 mL). The mixture was stirred at room temperature until the completion of the reaction. The mixture was acidified with HCl (2M ethyl ether solution, 20 mL). The mixture was concentrated to afford a mixture of the desired product and BaCl2 as a white solid (1.4 g, 40% purity). LC-MS: 291.5 [M+1]; 1H NMR (400 MHz, DMSO-d6): 8.90 (s, 1H), 8.80 (d, J=1.7 Hz, 1H), 8.63 (s, 1H), 8.43 (d, J=1.5 Hz, 1H), 8.16 (d, J=8.1 Hz, 1H), 7.89 (d, J=7.8 Hz, 1H), 7.64-7.55 (m, 1H), 3.38 (s, 3H), 2.40 (s, 3H).

Provenance & Evidence