N-bromobutanimide → 5-Bromo-4-hydroxy-3-methyl-benzofuran-2-carboxylic acid ethyl ester

Participants

Reaction Conditions

Reaction Steps

To 2 g (0.81 mmol) of 4-hydroxy-3-methyl-benzofuran-2-carboxylic acid ethyl ester was added 20 mL of carbon tetrachloride, and the mixture was cooled with a water/ice bath while 1 equivalent of N-bromosuccinimide was added in small portions. After stirring at 0° C. for 3 h, the reaction mixture was filtered and the filtrate was loaded onto a column and purified by column chromatography to give 1.6 mg (59% yield) of 5-bromo-4-hydroxy-3-methyl-benzofuran-2-carboxylic acid ethyl ester as a white solid.

Provenance & Evidence