반응 #540518

반응 방정식

Catechol

potassium carbonate

2-Chloromethyl-3-chloro-1-propene

→

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

용매

acetonitrile

반응 조건

후처리

1. 1
   온도heated
2. 2
   온도to reflux for one hour
3. 3
   온도at reflux for 24 hours
4. 4
   여과filtered
5. 5
   기타The filtrate was evaporated
6. 6
   workup.ADDITIONthe residue was diluted with water
7. 7
   추출extracted with diethyl ether (3×)
8. 8
   건조The combined organic solution was dried over MgSO4
9. 9
   농축concentrated

실험 절차

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.

출처