Acetic acid, 2-(triphenylphosphoranylidene)-, methyl ester → methyl(E)-3-(3-butoxy-4-iodophenyl)acrylate

Participants

Reaction Steps

65.1 g (195 mmol) of methyl (triphenylphosphoranylidene)acetate are added to a solution of 29.6 g (97 mmol) of 3-butoxy-4-iodobenzaldehyde in 360 ml of toluene. The reaction mixture is refluxed for 2 hours. The solvent is evaporated off and the oil obtained is purified by chromatography on a column of silica eluted with a 50/50 heptane/dichloromethane mixture. 30.5 g (87%) of methyl(E)-3-(3-butoxy-4-iodophenyl)acrylate are obtained in the form of pale yellow crystals.

Provenance & Evidence