Réaction #49713

Équation de réaction

8-chlorooctan-1-ol

sodium iodide

→

8-iodooctan-1-ol

Rendement 90.0%

Solvants

acetone

Conditions de réaction

Traitement

1. 1
   Températurewas heated
2. 2
   Températureat reflux overnight
3. 3
   FiltrationThe mixture was filtered
4. 4
   Autreto remove
5. 5
   Autreprecipitated sodium chloride
6. 6
   Autrethe filtrate was evaporated in vacuo
7. 7
   Autrethe residue partitioned between water (200 ml) and ether (200 ml)
8. 8
   AutreThe ether layer was separated
9. 9
   Lavagewashed with 1M sodium thoisulfate solution (200 ml)
10. 10
    Séchagedried over anhydrous magnesium sulfate
11. 11
    FiltrationFiltration, and solvent removal in vacuo

Mode opératoire

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%).

Source