Hydrochloric Acid → (6-Fluoro-4-hydroxy-3-vinyl-naphthalen-2-yl)-acetic acid methyl ester

Participants

Reaction Steps

A mixture of (4-acetoxy-6-fluoro-3-vinyl-naphthalen-2-yl)acetic acid methyl ester (38 mg, 0.126 mmol), sodium methoxide (10.1 mg, 0.189 mmol), and methanol (4 mL) was stirred at room temperature for 2 hours. After the reaction mixture was acidified with concentrated hydrochloric acid to pH 5, a precipitate formed, which was collected by filtration, and dissolved in ethyl acetate (20 mL). The organic solution was dried over sodium sulfate, and concentrated in vacuo to afford the crude product (6-fluoro-4-hydroxy-3-vinyl-naphthalen-2-yl)-acetic acid methyl ester (32 mg, 97.7%) as a light yellow solid.

Provenance & Evidence