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

Participants

Reaction Steps

170 g (506 mmol) of methyl (triphenylphosphoranylidene)acetate are added to a solution of 114 g (337 mmol) of 3-benzyloxy-4-iodobenzaldehyde in 570 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. 115 g (87%) of methyl(E)-3-(3-benzyloxy-4-iodophenyl)acrylate are obtained in the form of pale yellow crystals.

Provenance & Evidence