Lithium hydroxide, monohydrate → (2-Chloro-4-cyano-5-methoxyphenyl)acetic acid

Participants

Reaction Steps

To a mixture of methyl (2-chloro-4-cyano-5-methoxyphenyl)acetate (30 mg, 0.125 mmol) in 15 mL of THF/MeOH/H2O (V/V/V=2:2:1) was added LiOH H2O (11 mg, 0.250 mmol). The mixture was stirred at rt. For 1 hr, and then most of the solvent was concentrated. The residue was diluted with water, adjusted pH=3 with 3 N HCl, and then extracted with EtOAc. The combined organic layers were washed with brine, dried over anhydrous Na2SO4 and concentrated to give (2-chloro-4-cyano-5-methoxyphenyl)acetic acid. 1H-NMR (400 MHz, CDCl3) δ ppm 7.56 (s, 1H), 6.91 (s, 1H), 3.92 (s, 3H), 3.83 (s, 2H).

Provenance & Evidence