Reaktion #927236

Reaktionsgleichung

7-octynyl-p-toluenesulfonate

sodium iodide

→

8-iodo-1-octyne

Ausbeute 94.2%

Lösungsmittel

acetone

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeto react for four hours
2. 2
   Temperaturunder reflux
3. 3
   TemperaturAfter cooling
4. 4
   Sonstigethe precipitates were removed by filtration
5. 5
   Einengenthe filtrate was concentrated
6. 6
   SonstigeThe resulting residue was purified by silica gel column chromatography (eluent; hexane)

Vorschrift

A mixture of 7-octynyl-p-toluenesulfonate (18.3 g, 65.2 mmol), sodium iodide (9.77 g, 65.2 mmol) and acetone (91 ml) was allowed to react for four hours under reflux. After cooling, the precipitates were removed by filtration, and the filtrate was concentrated. The resulting residue was purified by silica gel column chromatography (eluent; hexane) to afford 14.5 g of 8-iodo-1-octyne (yield; 94.2%).

Quelle