Reacción #164865

Ecuación de reacción

Benzaldehyde

benzaldehyde

4-Acetylbenzonitrile

sodium hydroxide

water

→

yellow solid

Rendimiento 91.0%

1-(4-Cyanophenyl)-3-phenyl-2-propen-1-one

Rendimiento 91.0%

Disolventes

ethanol

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGthe mixture stirred for 2 hr at room temperature
2. 2
   FiltraciónThe resulting mixture was filtered
3. 3
   Otrorecrystallized from ethanol

Procedimiento

4-Acetylbenzonitrile (44al, 1.00 g, 6.9 mmol), sodium hydroxide (0.40 g, 10.0 mmol) and water (20 ml) were combined in ethanol (20 ml) and stirred for 15 min at room temperature. Benzaldehyde (1b, 0.70 ml, 6.9 mmol) was added and the mixture stirred for 2 hr at room temperature. The resulting mixture was filtered and recrystallized from ethanol to give 1.46 g (91%) of a yellow solid: mp 120° C. [expected mp 119-120° C.]; 1H NMR: δ 7.34 (m, 3H), 7.62 (m, 2H), 7.80 (m, 4H), 8.06 (d, 2H, J=8.1 Hz); 13C NMR: δ 115.9, 117.9, 121.1, 128.6, 128.8, 129.0, 131.0, 132.4, 134.3, 141.4, 146.4, 188.9.

Fuente