반응 #2450

반응 방정식

water

9-hydroxymethyl-7, 12-dioxaspiro[5,6]dodecane

p-toluenesulphonic acid

→

9-(2-hydroxyethyl)-7, 11-dioxaspiro[5,5]undecane

용매

benzene

반응 조건

후처리

1. 1
   기타The benzene layer was separated
2. 2
   추출the aqueous layer extracted with benzene
3. 3
   건조The combined benzene solution was dried over K2CO3
4. 4
   기타evaporate to a residue (4 g)

실험 절차

A solution of 9-hydroxymethyl-7, 12-dioxaspiro[5,6]dodecane of the formula V (4 g) of the drawings in benzene (15 ml) was stirred at 10° C. for 5 hr with anhydrous p-toluenesulphonic acid (0.2 g). The reaction mixture was made alkaline by adding TEA and water. The benzene layer was separated and the aqueous layer extracted with benzene. The combined benzene solution was dried over K2CO3 and evaporate to a residue (4 g). It was chromatograped on silicagel using chloroform-methanol mixture as eluent to give 9-(2-hydroxyethyl)-7, 11-dioxaspiro[5,5]undecane of formula VI (2.8 g) (70%) of the drawings as colorless viscous liquid.

출처