Reaktion #57574

Reaktionsgleichung

(2-acetyl-4-bromo-phenoxy)-acetic acid ethyl ester

sodium ethoxide

MeOH dichloromethane

→

5-bromo-3-methyl-benzofuran-2-carboxylic acid

Ausbeute 72.0%

Lösungsmittel

ethanol

Reaktionsbedingungen

Vorschrift

A mixture of (2-acetyl-4-bromo-phenoxy)-acetic acid ethyl ester (2.87 g, 9.5 mmol, 1 eq) and sodium ethoxide (0.65 g, 9.5 mmol, 1 eq) in 100 mL of ethanol under nitrogen was heated to 75° C. for 3 h. After work up followed by column chromatography (20% MeOH/dichloromethane), 5-bromo-3-methyl-benzofuran-2-carboxylic acid was obtained in 72% yield (1.74 g). 1H NMR (400 MHz, CD3OD) δ ppm 2.5 (s, 3 H) 7.5 (d, J=8.8 Hz, 1 H) 7.6 (m, 1 H) 7.9 (d, J=2.0 Hz, 1 H).

Quelle