반응 #322899

반응 방정식

4-tetradecyl phenol

sodium hydride

dimethylformamide

1,3-dioxolane

→

desired title compound

3-(4-Tetradecylphenoxy)-1,2-propanediol

용매

hexane

ether

반응 조건

후처리

1. 1
   온도The mixture was refluxed about 11/2 hours
2. 2
   온도to cool
3. 3
   세척washed with water and brine
4. 4
   기타evaporated
5. 5
   온도The residue was heated on a steam bath with about 500 ml of methanol and about 80 ml of dilute hydrochloric acid for one hour
6. 6
   온도cooled
7. 7
   기타partially evaporated
8. 8
   기타the solid collected
9. 9
   기타recrystallized from methanol

실험 절차

An about 43.5 g portion of 4-tetradecyl phenol was added in portions to a suspension of about 10.8 g of prewashed sodium hydride in dimethylformamide. The mixture was refluxed about 11/2 hours, allowed to cool and about 37.8 g of 2,2-dimethyl-4-[[methylsulfonyl)oxy]methyl]-1,3-dioxolane was added. This mixture was heated to about 80° C. for about 24 hours; diluted with hexane and ether, washed with water and brine and evaporated. The residue was heated on a steam bath with about 500 ml of methanol and about 80 ml of dilute hydrochloric acid for one hour, cooled, partially evaporated, the solid collected and recrystallized from methanol, giving about 38 g of the desired title compound, mp 81.5°-83.5° C.

출처