Reacción #1820939

Ecuación de reacción

Cyclohexylethyl alcohol

maleic anhydride

p-toluenesulfonic acid

toluene

→

Di(cyclohexylethyl) maleate

Disolventes

water

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrofitted with a condenser, argon inlet
2. 2
   TemperaturaThe mixture was heated
3. 3
   Otrowas collected
4. 4
   workup.ADDITIONThe product mixture was poured into separatory funnel
5. 5
   Lavadowashed with saturated NaHCO3 solution (3×80 mL), brine (80 mL), water (80 mL)
6. 6
   Secadodried over MgSO4
7. 7
   Filtraciónfiltered
8. 8
   Concentraciónconcentrated
9. 9
   Otroto give an oil
10. 10
    ConcentraciónThe product mixture was further concentrated by Kugelrohr distillation at 85° C. (0.1 mm Hg)
11. 11
    Otroto give a viscous oil

Procedimiento

Cyclohexylethyl alcohol in the amount of 17.15 g (0.134 mol), maleic anhydride in the amount of 4.42 g (0.045 mol) and p-toluenesulfonic acid in the amount of 0.09 g (0.40 mmol) were combined with 80 mL of toluene in a flask fitted with a condenser, argon inlet and Dean-Stark trap. The mixture was heated to reflux for 18 h at which time the theoretical amount of water was collected. The product mixture was poured into separatory funnel and washed with saturated NaHCO3 solution (3×80 mL), brine (80 mL), water (80 mL), dried over MgSO4, filtered and concentrated to give an oil. The product mixture was further concentrated by Kugelrohr distillation at 85° C. (0.1 mm Hg) to give a viscous oil. Purity of the product was determined by thin layer chromatography and the structure confirmed by 1H and 13C NMR.

Fuente