Réaction #93918

Équation de réaction

acetic acid

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

hydrogen peroxide

water

→

title compound

8-vinylsulfonyl-12-hydroxyheptadecanoic acid

Solvants

ether

Conditions de réaction

Traitement

1. 1
   workup.ADDITIONThe solution is diluted with 600 ml
2. 2
   Lavagewashed with dilute sodium bicarbonate solution and four portions of water
3. 3
   Séchagedried over sodium sulfate
4. 4
   AutreEvaporation of the ether in vacuo

Mode opératoire

A solution of ethyl 8-(2-chloroethylthio)-12-acetoxyheptadecanoate (45.1 g., 0.1 mole) and 30% aqueous hydrogen peroxide (50 ml.) in acetic acid (225 ml.) is allowed to stand 20 hours at 25° C. The solution is diluted with 600 ml. of water. The oily product is taken up in ether, washed with dilute sodium bicarbonate solution and four portions of water and dried over sodium sulfate. Evaporation of the ether in vacuo leaves the title compound as a light yellow viscous oil.

Source