Water → Benzoic acid, 4-(2,2-dibromoethenyl)-, ethyl ester

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Ethyl-4-formylbenzoate (2.46 g) (ex Lancaster) in dichloromethane (30 ml) under nitrogen was treated with triphenylphosphine (15.7 g) and carbon tetrabromide (9.9 g) at 0°. After 1.5 hours at 25°, water was added and the mixture worked up in the normal manner. Purification by chromatography (silica, ether/hexane) gave ethyl-4-(2,2-dibromoethenyl)benzoate (3.32 g). NMR 1H 8.0(2H,d), 7.50(2H,d), 7.45(1H,s), 3.85(3H,s).

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