反应详情

温度

50 °C

A mixture of 5-methylspiro[2.5]oct-4-ene (1.41 g, 11.5 mmol), acetic anhydride (2.83 ml, 29.9 mmol), and zinc chloride (203 mg, 1.5 mmol) was heated at 50° C. for 14.5 h, cooled to 20° C., poured into a mixture of a saturated aqueous solution of NaHCO3 and ice, and extracted with pentane. The aqueous phase was extracted twice with pentane and the combined organic phases were washed with a saturated aqueous solution of NH4Cl, with a saturated aqueous solution of NaCl, dried (Na2SO4), and concentrated. FC (300 g SiO2, pentane/Et2O10:0.5) of the crude product (1.91 g) gave unreacted 5-methylspiro[2.5]oct-4-ene (765 mg) and 1-(5-methylspiro[2.5]oct-5-en-4-yl)ethanone (479 mg, 25%).

1. temperaturecooled to 20° C.
2. extractionextracted with pentane
3. extractionThe aqueous phase was extracted twice with pentane
4. washthe combined organic phases were washed with a saturated aqueous solution of NH4Cl, with a saturated aqueous solution of NaCl
5. dry with materialdried (Na2SO4)
6. concentrationconcentrated