Реакция #1106676

Уравнение реакции

Catechol

potassium carbonate

2-Chloromethyl-3-chloro-1-propene

→

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

Растворители

acetonitrile

Условия реакции

Обработка

1. 1
   Температураheated
2. 2
   Температураto reflux for one hour
3. 3
   Температураat reflux for 24 hours
4. 4
   Фильтрацияfiltered
5. 5
   ДругоеThe filtrate was evaporated
6. 6
   workup.ADDITIONthe residue was diluted with water
7. 7
   Экстракцияextracted with diethyl ether (3×)
8. 8
   СушкаThe combined organic solution was dried over MgSO4
9. 9
   Концентрированиеconcentrated

Методика

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.

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