Toluene → Ethyl 6-cyano-4,4-diphenyl-hex-2-enoate

Participants

Reaction Steps

A mixture of 4,4-diphenyl-4-formylbutyronitrile (8.04 g) and (carbethoxymethylene)-triphenylphosphorane (20.85 g) in toluene (200 mL) was heated under reflux for 3 days. The reaction mixture was concentrated in vacuo and the residue was purified by a silica gel column chromatography to give the desired product as a yellow-orange oil (12.10 g): MS showed (M+NH4)+ @ 337; 1H-NMR (CDCl3, δ): 1.25-1.32 (t. 3H), 2.10-2.18 (m, 2H), 2.65-2.75 (m, 2H), 4.15-4.23 (q, 2H), 5.60-5.66 (d. 1H), 7.05-7.75 (m. I 1H).

Provenance & Evidence