Sodium Hydroxide → 5-(3-benzofuran-2-yl-phenyl)-1,4-dimethyl-1H-pyrazole-3-carboxylic acid

Participants

Reaction Conditions

Reaction Steps

A suspension of 0.615 g (1.71 mmol) of 5-(3-benzofuran-2-yl-phenyl)-1,4-dimethyl-1H-pyrazole-3-carboxylic acid ethyl ester in 5.50 ml of DMSO was treated at RT with 0.85 ml (3.41 mmol) of aqueous 1N NaOH. After 2 h, reaction was heated at 45° C. for 30 min. Then it was diluted with chilled water and extracted with Et2O. The water phase was acidified with aqueous 10% KHSO4 and extracted with Et2O (2×). These organic phases were washed with aqueous 10% NaCl, dried (Na2SO4) and evaporated to give 0.481 g (84%) of 5-(3-benzofuran-2-yl-phenyl)-1,4-dimethyl-1H-pyrazole-3-carboxylic acid as light brown powder. MS: 331.4 (M−H−).

Provenance & Evidence