Reacción #6295

Ecuación de reacción

4-(N-2-hydroxyethyl-N-ethylamino)cinnamaldehyde

aniline

toluenesulfonic acid

methacrylic acid

4-nitrophenylacetic acid

→

4-(N-2-hydroxyethyl-N-ethylamino)-4'-nitro-1,4-diphenyl-1,3-butadiene

Disolventes

water

toluene

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe mixture then is heated
2. 2
   Temperaturaat reflux for 16 hours
3. 3
   TemperaturaAfter cooling to room temperature
4. 4
   Otrothe solid diphenylbutadiene precipitates from solution
5. 5
   Filtraciónis collected by filtration
6. 6
   Otropurified by recrystallization from ethanol

Procedimiento

A solution of 21.9 g (0.1 mole) of 4-(N-2-hydroxyethyl-N-ethylamino)cinnamaldehyde, 9.3 g (1 mole) of aniline, and 0.19 g (1 mole %) of toluenesulfonic acid in toluene is heated at reflux for 17 hours with azeotropic removal of water. After the mixture is cooled to room temperature, 17.2 g (0.2 mole) of methacrylic acid and 18.1 g (0.1 mole) of 4-nitrophenylacetic acid are added to the solution, and the reaction is stirred at room temperature for 3 hours. The mixture then is heated at reflux for 16 hours. After cooling to room temperature, the solid diphenylbutadiene precipitates from solution and is collected by filtration and purified by recrystallization from ethanol.

Fuente