反应详情

A mixture of cyanoacetic acid (12.76 g, 150.0 mmol), 4-nitrobenzaldehyde (24.60 g, 162.8 mmol), ammonium acetate (500 mg), toluene (140 mL), and pyridine (75 mL) is refluxed for 64 hours in a flask fitted with a Dean-Stark trap and condenser. After evaporation of the solvents, a solution of the residue in CHCl3 is filtered and washed with H2O. The dried (Na2SO4) organic layer is evaporated, and the bright yellow-orange solid is recrystallized from benzene. The yellow solid 3-(4-nitrophenyl)-acrylonitrile, obtained as a mixture of cis-trans isomers, is suitable for use as an intermediate without further purification.

1. temperatureis refluxed for 64 hours in a flask
2. customfitted with a Dean-Stark trap and condenser
3. customAfter evaporation of the solvents
4. filtrationa solution of the residue in CHCl3 is filtered
5. washwashed with H2O
6. dry with materialThe dried (Na2SO4) organic layer
7. customis evaporated
8. customthe bright yellow-orange solid is recrystallized from benzene