反応 #2450

反応方程式

water

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

p-toluenesulphonic acid

→

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

溶媒

benzene

反応条件

後処理

1. 1
   その他The benzene layer was separated
2. 2
   抽出the aqueous layer extracted with benzene
3. 3
   乾燥The combined benzene solution was dried over K2CO3
4. 4
   その他evaporate to a residue (4 g)

実験手順

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.

出典