反应 #2450

反应方程式

water

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

p-toluenesulphonic acid

→

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

溶剂

benzene

反应条件

后处理

1. 1
   其他The benzene layer was separated
2. 2
   萃取the aqueous layer extracted with benzene
3. 3
   干燥The combined benzene solution was dried over K2CO3
4. 4
   其他evaporate to a residue (4 g)

实验过程

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.

来源