Sodium Hydroxide → (2-(5-Fluoro-2-methylphenylamino)-4-fluoro-6-benzoxazolyl)acetic acid

Participants

Reaction Steps

Ethyl (2-(5-fluoro-2-methylphenylamino)-4-fluoro-6-benzoxazolyl)acetate (215 mg, 0.62 mmol) was dissolved in THF/methanol (1/1, 20 ml). To the resulting solution was added 0.25N NaOH (12.4 ml, 3.10 mmol). The resulting mixture was stirred at room temperature for 1 hour. The reaction mixture was poured in 1N HCl to acidify the mixture, followed by extraction with chloroform/methanol (10/1). The extract was dried over anhydrous sodium sulfate, and distilled under reduced pressure to remove the solvent to give (2-(5-fluoro-2-methylphenylamino)-4-fluoro-6-benzoxazolyl)acetic acid (165 mg, 83%) as a pale brown solid.

Provenance & Evidence