Reaktion #415951

Reaktionsgleichung

2-Mercaptoethanol

sodium

Ethyl 8-bromo-12-acetoxy-heptadecanoate

ethyl 8-bromo-12-acetoxyheptadecanoate

→

title compound

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

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe resulting solution is heated
2. 2
   Temperaturat reflux for 5 hours
3. 3
   SonstigeMost of the methanol is then removed by evaporation in vacuo
4. 4
   workup.ADDITIONWater (350 ml.) is added to the residue
5. 5
   Waschenwashed with water and brine
6. 6
   Trocknendried over sodium sulfate
7. 7
   SonstigeEvaporation of the ether

Vorschrift

2-Mercaptoethanol (31.2 g., 0.4 mole) is dissolved in a solution of sodium (9.2 g., 0.4 mole) in methanol (300 ml.). Ethyl 8-bromo-12-acetoxy-heptadecanoate (Example 1, Step E) (43.5 g., 0.1 mole) is added and the resulting solution is heated at reflux for 5 hours. Most of the methanol is then removed by evaporation in vacuo. Water (350 ml.) is added to the residue and the oily product taken up in ether, washed with water and brine and dried over sodium sulfate. Evaporation of the ether leaves the title compound as a yellow residual oil which is used in the next step without further purification.

Quelle