Reacción #60014

Ecuación de reacción

4-Octylaniline

18-crown-6

K2CO3

1-chloro-4-iodobenzene

→

bis(4-chlorophenyl)(4-octylphenyl)amine

Disolventes

1,2-dichlorobenzene

dichloromethane

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe mixture was heated
2. 2
   Temperaturato reflux for 24 hours under argon
3. 3
   Filtraciónfiltered
4. 4
   OtroAfter removal of solvent
5. 5
   workup.DISTILLATIONby distillation
6. 6
   Otrothe product was purified

Procedimiento

4-Octylaniline (5.00 g, 244.4 mmol), 18-crown-6 (1.29 g, 4.9 mmol), K2CO3 (27.64 g, 194.8 mmol), 1-chloro-4-iodobenzene (14.51 g, 60.9 mmol, copper (6.19 g, 97.4 mmol), and 1,2-dichlorobenzene (100 mL) were added in a 250 mL flask with a condenser connected to a Dean Stark apparatus. The mixture was heated to reflux for 24 hours under argon. The reaction mixture was then cooled to room temperature, diluted with dichloromethane, and filtered. After removal of solvent by distillation, the product was purified using silica gel column chromatography using hexane as eluant. The yield was 4.18 g (40.3%).

Fuente