反应 #93919

反应方程式

ethyl 8-(2-chloroethylsulfonyl)-12-acetoxyheptadecanoate

sodium hydroxide

water

→

title compound

8-vinylsulfonyl-12-hydroxyheptadecanoic acid

溶剂

tetrahydrofuran

反应条件

后处理

1. 1
   其他Most of the tetrahydrofuran is removed by evaporation in vacuo
2. 2
   其他at 30° C. or below
3. 3
   workup.ADDITIONThe residue is diluted with water (300 ml.)
4. 4
   萃取extracted with ether
5. 5
   洗涤washed with water
6. 6
   干燥dried over sodium sulfate
7. 7
   其他The ether is evaporated
8. 8
   其他to leave the product as a yellowish, very viscous oil
9. 9
   其他Purification
10. 10
    洗涤as eluting solvent mixture

实验过程

A mixture of ethyl 8-(2-chloroethylsulfonyl)-12-acetoxyheptadecanoate (43.5 g., 0.09 mole), sodium hydroxide (14.4 g., 0.36 mole), water (150 ml.) and tetrahydrofuran (600 ml.) is stirred at 25° C. for 24 hours. Most of the tetrahydrofuran is removed by evaporation in vacuo keeping the temperature of the evaporating solution at 30° C. or below. The residue is diluted with water (300 ml.) and extracted with ether. The aqueous solution is acidified with dilute hydrochloric acid. The oily product is taken up in ether, washed with water and dried over sodium sulfate. The ether is evaporated to leave the product as a yellowish, very viscous oil. Purification is effected by column chromatography on silica gel with benzene-dioxane as eluting solvent mixture. The title compound is obtained as a colorless viscous oil.

来源