Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl ester → 3-(6-Methylpyridin-2-yl)acrylic acid ethyl ester

Participants

Reaction Steps

A mixture of 6-methyl-pyridine-2-carbaldehyde (3.0 g, 24.8 mmol) and carbethoxymethylene triphenylphosphorane (9.5 g, 27.2 mmol) in toluene (20 ml) was stirred at room temperature overnight. The precipitate was filtered and washed with toluene. The filtrate was concentrated, and the residue was purified via flash chromatography (DCM/MeOH) affording 3-(6-Methyl-pyridin-2-yl)-acrylic acid ethyl ester CCLII in 63% yield (2.95 g).

Provenance & Evidence