Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl ester → Ethyl trans-3-[3-(1-Dodecynyl)phenyl]-2-propenoate

Participants

Reaction Conditions

Reaction Steps

To a solution of 3-(1-dodecynyl)benzaldehyde (23.0 g) in toluene (150 ml) was added carbethoxymethylenetriphenylphosphorane (35.5 g) in one portion. The mixture was warmed at 80° C. for 5 hr, allowed to cool to room temperature, and concentrated in vacuo. The residue was flash chromatographed over silica gel (eluted with ethyl acetate/hexane/1:15). The appropriate fractions were collected and evaporated to afford 21.1 g (73%) of product.

Provenance & Evidence