Sodium Hydroxide → 4'-Methyl-5-(methylsulfonyl)biphenyl-3-carboxylic acid

Participants

Reaction Conditions

Reaction Steps

A mixture of methyl 4′-methyl-5-(methylsulfonyl)biphenyl-3-carboxylate (0.55 g, 1.8 mmol), MeOH (50 mL) and 2N aq. NaOH (4 mL) was stirred at 50° C. for 3 h. After cooling the mixture was concentrated in vacuo and acidified with 1N aq. HCl to pH<4 and extracted with EtOAc (100 mL). The organic layer was washed with brine, dried (Na2SO4), and concentrated to yield a white solid. LC-MS: 289.3 [M−1]−; 1H NMR (400 MHz, CDCl3): δ 8.61 (t, 1H, J=1.6 Hz), 8.59 (t, 1H, J=1.6 Hz), 8.39 (t, 1H, J=1.6 Hz), 7.58 (d, 2H, J=8.0 Hz), 7.33 (d, 2H, J=8.0 Hz), 3.15 (s, 3H), 2.44 (s, 3H).

Provenance & Evidence