Reacción #2998

Ecuación de reacción

3-nitro-4-methylbenzaldehyde

3,4,5-trimethoxyphenylacetonitrile

sodium hydroxide

→

intended compound

Rendimiento 14.1%

(Z)-3-(3-nitro-4-methylphenyl)-2-(3,4,5-trimethoxyphenyl)-prop-2-ene-nitrile

Rendimiento 14.1%

Disolventes

water

dichloromethane

Condiciones de reacción

Tratamiento posterior

1. 1
   Extracciónthe mixture was extracted with dichloromethane three times
2. 2
   Secadodried over anhydrous sodium sulfate
3. 3
   ConcentraciónThe organic layer was concentrated
4. 4
   Otrothe residue was purified by silica gel column chromatography (dichloromethane)

Procedimiento

5.0 g of 3-nitro-4-methylbenzaldehyde, 6.27 g of 3,4,5-trimethoxyphenylacetonitrile, 1.44 g of sodium hydroxide and 500 mg of trioctylmethylammonium chloride were dissolved in 25 ml of water and 500 ml of dichloromethane. The mixture was stirred vigorously for 3 hours at room temperature. The ice water was added to the mixture and the mixture was extracted with dichloromethane three times and dried over anhydrous sodium sulfate. The organic layer was concentrated and the residue was purified by silica gel column chromatography (dichloromethane) to give 1.5 g of the intended compound. The yield was 14.1%.

Fuente