Sodium Iodide → 8-Iodooctan-1-ol

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%).

1. temperaturewas heated
2. temperatureat reflux overnight
3. filtrationThe mixture was filtered
4. customto remove
5. customprecipitated sodium chloride
6. customthe filtrate was evaporated in vacuo
7. customthe residue partitioned between water (200 ml) and ether (200 ml)
8. customThe ether layer was separated
9. washwashed with 1M sodium thoisulfate solution (200 ml)
10. dry with materialdried over anhydrous magnesium sulfate
11. filtrationFiltration, and solvent removal in vacuo

ORD record

ord-2760641057a549e3ab4304cb1adb45af

Source dataset

uspto-grants-1995_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05424183