반응 #214982

반응 방정식

5-bromopentan-1-ol

2,3-dihydropyran

→

subtitle compound

5-bromo-1-(tetrahydropyran-2-yloxy)pentane

용매

diethyl ether

반응 조건

후처리

1. 1
   온도under cooling in an ice bath
2. 2
   세척washed with 5% aqueous potassium hydroxide, water
3. 3
   건조a saturated aqueous solution of sodium chloride, dried over magnesium sulphate
4. 4
   농축concentrated under reduced pressure
5. 5
   기타The residue was purified by column chromatography on silica gel using
6. 6
   workup.ADDITIONa mixture of ethyl acetate and hexane (1:19) as eluent

실험 절차

To 36 g of 5-bromopentan-1-ol were added 24.72 ml of 2,3-dihydropyran and 3 drops of phosphorus oxychloride under cooling in an ice bath, and the mixture was stirred overnight at room temperature. The reaction mixture was diluted with diethyl ether, washed with 5% aqueous potassium hydroxide, water, a saturated aqueous solution of sodium chloride, dried over magnesium sulphate and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel using a mixture of ethyl acetate and hexane (1:19) as eluent to give 49.5 g of the subtitle compound having the following physical characteristics:

출처