Réaction #1563903

Équation de réaction

catechol

2,2-Dimethoxypropane

NaHCO3

→

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

Rendement 18.9%

Solvants

toluene

Conditions de réaction

Traitement

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

Mode opératoire

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).

Source