Reacción #465129

Ecuación de reacción

p-Toluenesulfonic acid

Anhydride

cis-1,3-Cyclohexanedicarboxylic Anhydride

n-butanol

toluene

→

Di-n-butyl cis-1,3-Cyclohexanedicarboxylate

Disolventes

water

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturathe reaction mixture was heated
2. 2
   workup.DISTILLATIONcould be continuously distilled
3. 3
   TemperaturaAfter 2.5 h at reflux
4. 4
   LavadoThe reaction mixture was washed with saturated aqueous sodium bicarbonate (5 mL)

Procedimiento

Anhydride 1 (3.85 g; 25 mmol) was combined with n-butanol (11.4 mL; 125 mmol; 5 equiv) and toluene (25 mL). p-Toluenesulfonic acid (238 mg; 1.25 mmol; 0.05 equiv) was added and the reaction mixture was heated to reflux under conditions where water could be continuously distilled using a Dean-Stark trap. After 2.5 h at reflux, GC analysis indicated no residual 1. The reaction mixture was washed with saturated aqueous sodium bicarbonate (5 mL).

Fuente