反应详情

Tetrahydro-4H-pyran (6.00 g, 60.0 mmol) was dissolved in benzene (120 mL), to which ethylene glycol (11.2 g, 180 mmol) and p-toluenesulfonic acid monohydrate (1.14 g, 6.00 mmol) were added. Using a Dean-Stark tube, the resulting mixture was refluxed for two hours while removing water generated. To the resulting reaction liquid, a saturated aqueous solution of sodium bicarbonate was added, followed by extraction with ethyl acetate. The resulting organic layer was washed with saturated brine, and dried over sodium sulfate. The solvent was distilled off under reduced pressure. The residue thus obtained was purified by basic silica gel column chromatography (hexane:ethyl acetate, 100:0-0:100, V/V) to give the desired title compound (7.79 g, yield 90%).

1. additionwere added
2. temperaturethe resulting mixture was refluxed for two hours
3. customwhile removing water
4. customTo the resulting reaction liquid
5. extractionfollowed by extraction with ethyl acetate
6. washThe resulting organic layer was washed with saturated brine
7. dry with materialdried over sodium sulfate
8. distillationThe solvent was distilled off under reduced pressure
9. customThe residue thus obtained
10. customwas purified by basic silica gel column chromatography (hexane:ethyl acetate, 100:0-0:100, V/V)