Water → Methyl 3-hydroxy-4-iodobenzoate

Participants

Reaction Steps

A solution of 4-iodo-3-hydroxybenzoic acid (2.71 g, 10 mmol) and sulphuric acid (0.7 ml) in methanol (17 ml) is refluxed for 6 h. 20 ml of water are added and the mixture is basified with sodium bicarbonate until neutral. The mixture is extracted with ethyl ether (60 ml). The organic phase is washed with twice 30 ml of water, dried over magnesium sulphate and concentrated on a rotary evaporator under vacuum at 40° C. The product is purified by flash chromatography on a column of silica (50% ethyl acetate, 50% heptane).

Provenance & Evidence