Reaktion #1106680

Reaktionsgleichung

hydrochloric acid

Catechol

sodium methoxide

methyl dichloroacetate

→

benzo[1,3]dioxole-2-carboxylic acid methyl ester

Lösungsmittel

Water

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe solution was heated
2. 2
   Temperaturto reflux overnight
3. 3
   Extraktionthe mixture was extracted with diethyl ether (3×100 mL)
4. 4
   TrocknenThe combined organic solution was dried with MgSO4
5. 5
   Einengenconcentrated to a brown solid
6. 6
   Sonstigechromatographed (2% ethyl acetate in hexane)

Vorschrift

Catechol (10.26 g, 93.2 mmol), sodium methoxide (25% by weight in methanol, 40.3 g, 186 mmol), and methyl dichloroacetate (13.3 g, 93.2 mmol) were combined in dry methanol (100 mL). The solution was heated to reflux overnight. The reaction was cooled to room temperature, acidified by addition of concentrated hydrochloric acid and then reduced in volume under vacuum to about 50 mL. Water was added and the mixture was extracted with diethyl ether (3×100 mL). The combined organic solution was dried with MgSO4, concentrated to a brown solid, and chromatographed (2% ethyl acetate in hexane) to yield benzo[1,3]dioxole-2-carboxylic acid methyl ester as a colorless oil.

Quelle