Lithium hydroxide, monohydrate → HCID 58083453, compound

Participants

Reaction Steps

Lithium hydroxide monohydrate (2.29 g, 54.7 mmol) was added into a solution of methyl 2-(methoxymethyl)-2′-(trifluoromethyl)biphenyl-4-carboxylate (8.0 g, 27.3 mmol) in THF (100 mL), MeOH (30 mL) and water (30 mL). The resulting mixture was stirred at RT for 12 hours, and then the reaction mixture was concentrated under vacuum. The remaining aqueous layer was acidified with a concentrated aqueous solution of HCl and extracted with EtOAc. Then the organic layer was washed with water and brine, and then dried (Na2SO4) and concentrated under vacuum. The resulting solid was suspended in Et2O (30 mL), filtered and dried under vacuum to afford of the title compound as a pale yellow solid (6.2 g, 74%). LC/MS (Method B): 309.0 (M−H)−. 1H NMR (DMSO-d6, 400 MHz) δ 13.08 (1H, s), 8.06 (1H, s), 7.87 (2H, m), 7.73 (1H, m), 7.65 (1H, m), 7.35 (1H, d, J=7.5 Hz), 7.27 (1H, d, J=7.9 Hz), 4.11-4.03 (2H, m), 3.15 (3H, s).

Provenance & Evidence