Lithium hydroxide, monohydrate → 2'-Ethyl-2-(methoxymethyl)-[1,1'-biphenyl]-4-carboxylic acid

Beteiligte Stoffe

Reaktionsschritte

To a solution of methyl 2′-ethyl-2-(methoxymethyl)-1,1′-biphenyl-4-carboxylate (12.0 g, 42.2 mmol) in THF (150 mL) and water (30 mL), was added lithium hydroxide monohydrate (5.31 g, 126.6 mmol) in portions. After 12 hours at RT, the reaction mixture was concentrated and the aqueous phase was acidified with a concentrated aqueous solution of HCl and extracted with EtOAc. The organic layers were washed with water and brine. The solvents were dried over sodium sulphate and concentrated under reduced pressure to afford the title compound as a white solid (9.0 g, 80%). 1H NMR (DMSO-d6, 300 MHz) δ 12.9 (1H, bs), 8.08 (1H, s), 7.89 (1H, m), 7.35 (2H, m), 7.23 (2H, m), 7.04 (1H, m), 4.04-4.13 (2H, m), 3.17 (3H, s), 2.29-2.38 (1H, m), 2.22 (1H, m), 0.94 (3H, m). LC/MS (Method A): 269.0 (M−H)−. HPLC (Method B) Rt 5.06 min (Purity: 97.4%).

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