反应详情

A mixture of 8-acetoxy-2,6-dimethyl-2,6-octadien-1-ol (1.81 g, 8.52 mmol) and dihydropyran (1.17 ml, 12.8 mmol) in dichloromethane (6 ml) was stirred, and p-toluenesulfonic acid (40 mg) was added thereto, and the mixture was stirred at room temperature for 30 minutes. After addition of saturated aqueous sodium bicarbonate (30 ml), the product was extracted with hexane/ether (5:1.2) (30 ml). The extract was dried over Na2SO4 and evaporated in vacuo to remove the solvent to give a residue, which was purified with silica gel column chromatography to give 1-acetoxy-8-(2-tetrahydropyranyl)oxy-3,7-dimethyl-2,6-octadiene (2.42 g, 96%).

1. stirringthe mixture was stirred at room temperature for 30 minutes
2. extractionthe product was extracted with hexane/ether (5:1.2) (30 ml)
3. dry with materialThe extract was dried over Na2SO4
4. customevaporated in vacuo
5. customto remove the solvent
6. customto give a residue, which
7. customwas purified with silica gel column chromatography