반응 #2250349

반응 방정식

(R)-trans-3,5-dihydroxycyclopent-1-ene

dihydropyran

→

(R)-trans-5-tetrahydropyranyloxycyclopent-1-en-3-ol

수율 62.8%

용매

methylene chloride

반응 조건

후처리

1. 1
   세척The organic solution was first washed with an aqueous sodium bicarbonate solution
2. 2
   건조by drying with magnesium sulfate
3. 3
   workup.DISTILLATIONdistilling off the solvent under reduced pressure
4. 4
   기타to obtain a crude product
5. 5
   기타This product was purified by thin-layer chromatography (n-hexane:ethyl acetate = 6:4)

실험 절차

Ten milligrams of (R)-trans-3,5-dihydroxycyclopent-1-ene and 8 milligrams of dihydropyran were stirred at room temperature for 24 hours in 1.0 milliliter of methylene chloride in the presence of 0.1 milligram of p-toluenesulfonic acid. The organic solution was first washed with an aqueous sodium bicarbonate solution and then with an aqueous sodium chloride solution followed by drying with magnesium sulfate and thereafter distilling off the solvent under reduced pressure to obtain a crude product. This product was purified by thin-layer chromatography (n-hexane:ethyl acetate = 6:4), and 11 milligrams (60%) of (R)-trans-5-tetrahydropyranyloxycyclopent-1-en-3-ol was obtained.

출처