Sodium Hydroxide → HCID 18444740, compound

Participants

Reaction Steps

A suspension of 2-chloro-6-fluoro-3,5-dimethoxy-benzoic acid methyl ester (7.9 g, 31.9 mmol) and sodium hydroxide (3.2 g, 79.6 mmol) in 96 mL of anhydrous ethanol is refluxed for 24 hours. The ethanol is concentrated in vacuo and solid residue is dissolved in water and extracted twice with ether. The aqueous layer is acidified with Conc. HCl and a white precipitate is filtered, washed with cold water and dried in vacuo to afford 2-chloro-6-fluoro-3,5-dimethoxy-benzoic acid (21); 1H NMR 400 MHz (CDCl3) δ 6.61 (d, 1H), 3.87 (s, 3H), 3.84 (s, 3H); MS m/z 235.0 (M+1).

Provenance & Evidence