Reacción #2275677

Ecuación de reacción

tert-Octylamine

triethyamine

4-nitrobenzoyl chloride

→

4-nitro-N-(tert-octyl)benzamide

Rendimiento 76.0%

Disolventes

dichloroethane

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe mixture is heated
2. 2
   Temperaturaat reflux for 4 hours
3. 3
   workup.ADDITIONThe mixture is poured onto ice-cold water
4. 4
   Extracciónextraction
5. 5
   Otrothe extract is dried
6. 6
   Otrothe solvent is evaporated
7. 7
   OtroThe beige precipitate obtained
8. 8
   Otrois recrystallized from a mixture of isopropyl ether and ethanol (ratio 10:1)

Procedimiento

tert-Octylamine (51.7 g, 0.4 mol) and triethyamine (61.2 ml, 0.44 mol) are introduced into 260 ml of dichloroethane in a reactor. The mixture is heated to 70° C. and then 4-nitrobenzoyl chloride (77.9 g, 0.42 mol) is added in small portions over 50 minutes. The mixture is heated at reflux for 4 hours. The mixture is poured onto ice-cold water; extraction is carried out with dichloromethane, the extract is dried and the solvent is evaporated. The beige precipitate obtained is recrystallized from a mixture of isopropyl ether and ethanol (ratio 10:1). After drying under vacuum, 84.6 g (Yield 76%) of 4-nitro-N-(tert-octyl)benzamide are obtained in the form of an off-white powder which is used as is in the following stage.

Fuente