反応 #1106680

反応方程式

hydrochloric acid

Catechol

sodium methoxide

methyl dichloroacetate

→

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

溶媒

Water

methanol

反応条件

後処理

1. 1
   温度The solution was heated
2. 2
   温度to reflux overnight
3. 3
   抽出the mixture was extracted with diethyl ether (3×100 mL)
4. 4
   乾燥The combined organic solution was dried with MgSO4
5. 5
   濃縮concentrated to a brown solid
6. 6
   その他chromatographed (2% ethyl acetate in hexane)

実験手順

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.

出典