1-(3,5-Dibromo-4-hydroxyphenyl)ethan-1-one → (E)-4-(3,5-dibromo-4-hydroxyphenyl)-4-oxobut-2-enoic acid

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Reaction Steps

A mixture of 1-(3,5-dibromo-4-hydroxyphenyl)ethanone (5.0 g, 17.01 mmol) and glyoxylic acid monohydrate (1.566 g, 17.01 mmol) in acetic acid (10 mL) was stirred and heated at reflux for 5 days. After this time, the precipitate formed was collected and recrystallised from toluene. This gave the title compound as a brown solid (4.674 g, 78%). 1H NMR δ (ppm) (DMSO-d6): 6.70 (1 H, d, J=15.45 Hz), 7.93 (1 H, d, J=15.46 Hz), 8.24 (2 H, s).

Provenance & Evidence