Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl ester → Ethyl-3-(5'-fluoro-2'-methoxyphenyl)acrylate

Participants

Reaction Steps

To a solution of 5-fluoro-2-methoxybenzaldehyde (4.3 g, 28 mmol) in dry CH2Cl2 (40 mL) at 0° C. was added carbethoxymethylenetriphenylphosphorane (10.7 g, 30 mmol) portionwise and the reaction was warmed to room temperature for 12 h. The solvent was then removed in vacuo and the residue was purified by flash column chromatography (8% EtOAc in Hexane, Rf=0.20) to yield the product (4 g, 95%) as an oil.

Provenance & Evidence