Sodium Hydroxide → 2-(Hydroxymethyl)-2'-methylbiphenyl-4-carboxylic acid

Participants

Reaction Conditions

Reaction Steps

Sodium hydroxide (5M; 12.1 mL; 60.3 mmol; 3 eq.) was added to a solution of methyl 2-[(acetyloxy)methyl]-2′-methylbiphenyl-4-carboxylate (6 g; 20 mmol; 1 eq.) in EtOH (180 mL) and the reaction mixture was stirred at 60° C. for 2 hours. After concentration in vacuo, the residue was taken up in water (500 mL) and washed with Ethyl acetate (2×100 mL). The aqueous phase was acidified to pH 2 with conc. HCl and extracted with Ethyl acetate (2×100 mL). The combined organic layer was dried over MgSO4 and concentrated in vacuo to afford the title compound (3.46 g, 71%) as a yellow solid.

Provenance & Evidence