Reacción #1563903

Ecuación de reacción

catechol

2,2-Dimethoxypropane

NaHCO3

→

2,2-dimethylbenzo[d][1,3]dioxole

Rendimiento 18.9%

Disolventes

toluene

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturaat reflux for 6 h
2. 2
   OtroAfter reaction
3. 3
   OtroThe solvent was removed
4. 4
   workup.DISTILLATIONthe residue was purified by distillation under reduced pressure at 36° C.

Procedimiento

A mixture of catechol (10 g, 91 mmol), 2,2-Dimethoxypropane (8.6 g, 82.6 mmol) and p-TsOH (33 mg, 0.17 mmol) in toluene (100 ml) was stirred at reflux for 6 h. After reaction, the mixture was cooled to room temperature and NaHCO3 was added to neutralize the mixture. The solvent was removed and the residue was purified by distillation under reduced pressure at 36° C. to obtain 2,2-dimethylbenzo[d][1,3]dioxole (2.34 g, 17%) as a yellow oil. 1H NMR (CDCl3-d6) δ 1.69 (s, 6H), 6.78 (m, 4H).

Fuente