反応 #542706

反応方程式

Catechol

potassium carbonate

2-Chloromethyl-3-chloro-1-propene

→

3-methylene-3,4-dihydro-2H-benzo[b][1,4]dioxepine

溶媒

acetonitrile

反応条件

後処理

1. 1
   温度heated
2. 2
   温度to reflux for one hour
3. 3
   温度at reflux for 24 hours
4. 4
   ろ過filtered
5. 5
   その他The filtrate was evaporated
6. 6
   workup.ADDITIONthe residue was diluted with water
7. 7
   抽出extracted with diethyl ether (3×)
8. 8
   乾燥The combined organic solution was dried over MgSO4
9. 9
   濃縮concentrated

実験手順

Catechol (5.09 g, 46.2 mmol) and potassium carbonate were combined in acetonitrile and heated to reflux for one hour. 2-Chloromethyl-3-chloro-1-propene (5.78 g, 46.2 mmol) was added and the reaction was continued at reflux for 24 hours. The solution was cooled to room temperature and filtered. The filtrate was evaporated and the residue was diluted with water and extracted with diethyl ether (3×). The combined organic solution was dried over MgSO4 and concentrated. Chromatography (2% ethyl ether in hexane) yielded 3-methylene-3,4-dihydro-2H-benzo[b][1,4]dioxepine as a colorless oil.

出典