反应详情

A mixture of 3-acetyl-2,4-dimethylfuran (commercially available from Aldrich Chemical Co., Inc., 1 g, 7.24 mmol), N-bromosuccinimide (NBS; 1.3 g, 7.3 mmol), and 2,2′-azobisisobutyronitrile (AIBN; 3 mg) in benzene (10 mL) was heated at reflux temperature for one hour. After cooling, water (50 mL) was added to the mixture. The whole was extracted with benzene (50 mL), the organic layer washed with water, brine, dried over MgSO4, and concentrated in vacuo. Chromatographic purification of the residue eluting with ethyl acetate-hexane (1:10) provided the subtitle compound (1.38 g, 88% yield) as a pale yellow oil.

1. temperatureat reflux temperature for one hour
2. temperatureAfter cooling
3. extractionThe whole was extracted with benzene (50 mL)
4. washthe organic layer washed with water, brine
5. dry with materialdried over MgSO4
6. concentrationconcentrated in vacuo
7. customChromatographic purification of the residue
8. washeluting with ethyl acetate-hexane (1:10)