反应详情

A mixture of bicyclo[4.2.1]non-3-en-9-one (10 g, 73 mmol), ethyleneglycol (12.3 ml, 220 mmol) and p-toluenesulphonic acid monohydrate (100 mg) in toluene (250 ml) was refluxed in a Dean-Stark apparatus for four hours. The reaction mixture was cooled to ambient temperature and sequentially washed with water (3×50 ml) and brine (100 ml). The organic extract was dried over MgSO4 and concentrated in vacuo, to afford spiro[bicyclo[4.2.1]non-3-ene-9,2′-[1,3]dioxolane] (13.12 g, 99.5%).

1. temperaturewas refluxed in a Dean-Stark apparatus for four hours
2. washsequentially washed with water (3×50 ml) and brine (100 ml)
3. extractionThe organic extract
4. dry with materialwas dried over MgSO4
5. concentrationconcentrated in vacuo