Réaction #1473831

Équation de réaction

7-octynyl-p-toluenesulfonate

sodium iodide

→

8-iodo-1-octyne

Rendement 94.2%

Solvants

acetone

Conditions de réaction

Traitement

1. 1
   Autreto react for four hours
2. 2
   Températureunder reflux
3. 3
   TempératureAfter cooling
4. 4
   Autrethe precipitates were removed by filtration
5. 5
   Concentrationthe filtrate was concentrated
6. 6
   AutreThe resulting residue was purified by silica gel column chromatography (eluent; hexane)

Mode opératoire

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%).

Source