18-Crown-6 → 3-Acetoxymethyl-5-[bromomethyl]benzoic acid, ethyl ester

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Reaction Steps

To a stirred solution of 18-crown-6 (0.103 g) in acetonitrile (15 ml) was added potassium acetate (0.38 g). After 30 minutes 3,5-bis[bromomethyl]benzoic acid ethyl ester (2.61 g) was added and the mixture was stirred overnight. The mixture was partitioned between ethyl acetate and water. The organic phase was dried (MgSO4) and evaporated and the residue purified by chromatography eluting with 10% ethyl acetate in isohexane. Yield 0.97 g.

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