Toluene → HCID 53674676, compound

Participants

Reaction Steps

A mixture of 4,4-diphenyl-5-formylpentanonitrile (1.87 g, 7.1 mmol) and (carbomethoxymethylene)triphenyl phosphorane (2.85 g. 8.5 mmol) in toluene (50 mL) was heated under reflux for three days. The reaction mixture was concentrated in vacuo and the residue was purified by silica gel column chromatography to give the desired product as a colorless oil (1.56 g 69%): MS showed (M+H)+ c 320: 1H-NMR (CDCl3, δ): 1.97-2.0(m. 2H), 2.44-2.51 (m. 2H), 3.00 (dd, 2H, J=1.4, 7.4 Hz), 3.68 (s, 3H), 5.82 (dt, 1H, J=l.4. 15.6 Hz), 6.52 (dt, 1H. J=7.3, 15.6 Hz), 7.10-7.55 (m, 4H), 7.21-7.35 (m, 6H); Anal. Calcd for C,,H21NO2 : C. 78.97; H. 6.63; N, 4.39; Found: C, 78.68; H, 6.85; N. 4.27.

Provenance & Evidence