Acetic acid, 2-(triphenylphosphoranylidene)-, methyl ester → HCID 53933867, compound

Participants

Reaction Conditions

Reaction Steps

Part B. 3-[3-(4-cyanophenyl)-1-oxo-2-propenyl]benzonitrile (2 gm, 7.75 mmol) was suspended in dry toluene and methyl (triphenylphosphoranylidene)acetate (2.59 gm, 7.75 mmol) added. The mixture was then heated at 100° C. for 24 hours, cooled and the solvent removed under vacuum. The residue was chromatographed on silica gel eluting ethyl acetate:hexanes (25:75, v:v) to give methyl 3-(3-cyanophenyl)-5-(4-cyanophenyl)-2,4-pentadienoate as an oil 2.1 gm (87%). MS: (M+H)+ 315; 1H NMR (CDCl3): 3.60 (s, 3H), 3.80 (s, 3H), 5.90 (s, 1H), 6.23 (m, 2H), 6.45 (d, 1H), 7.15 (d, 1H), 7.55 (m, 16H), 8.60 (d, 1H).

Provenance & Evidence