反应详情

44.6 g of 4-cyanobutyl(triphenyl)phosphonium bromide is suspended in 250 ml of dimethylformamide, 4.2 g of 60% oily sodium hydride is added under ice cooling and stirring, the mixture is stirred at that temperature for 30 minutes, 18 g of 3-(3-thienyl)benzaldehyde is added, and the mixture is stirred at room temperature for 20 hours. Water and acetic acid are added to the reaction solution for neutralization, the solvent is distilled off under reduced pressure, and the residue is post-treated in a conventional manner and purified by silica gel column chromatography [Wako gel C-100, 500 g; hexane/ethyl acetate=5/1] to obtain 23.2 g of (E)-3-[3-(5-cyano-1-pentenyl)phenyl]thiophene as colorless oil.

1. stirringthe mixture is stirred at that temperature for 30 minutes
2. stirringthe mixture is stirred at room temperature for 20 hours
3. distillationthe solvent is distilled off under reduced pressure
4. additionthe residue is post-treated in a conventional manner
5. custompurified by silica gel column chromatography [Wako gel C-100, 500 g; hexane/ethyl acetate=5/1]