Reaktion #49713

Reaktionsgleichung

8-chlorooctan-1-ol

sodium iodide

→

8-iodooctan-1-ol

Ausbeute 90.0%

Lösungsmittel

acetone

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas heated
2. 2
   Temperaturat reflux overnight
3. 3
   FiltrationThe mixture was filtered
4. 4
   Sonstigeto remove
5. 5
   Sonstigeprecipitated sodium chloride
6. 6
   Sonstigethe filtrate was evaporated in vacuo
7. 7
   Sonstigethe residue partitioned between water (200 ml) and ether (200 ml)
8. 8
   SonstigeThe ether layer was separated
9. 9
   Waschenwashed with 1M sodium thoisulfate solution (200 ml)
10. 10
    Trocknendried over anhydrous magnesium sulfate
11. 11
    FiltrationFiltration, and solvent removal in vacuo

Vorschrift

A mixture of 8-chlorooctan-1-ol (25 g, 152 mmol) and sodium iodide (125 g, 834 mmol) in acetone (500 ml) was heated at reflux overnight. The mixture was filtered to remove precipitated sodium chloride, the filtrate was evaporated in vacuo, and the residue partitioned between water (200 ml) and ether (200 ml). The ether layer was separated, washed with 1M sodium thoisulfate solution (200 ml), and dried over anhydrous magnesium sulfate. Filtration, and solvent removal in vacuo, afforded 8-iodooctan-1-ol as a colorless oil (34.85 g, 90%).

Quelle