Reacción #927236

Ecuación de reacción

7-octynyl-p-toluenesulfonate

sodium iodide

→

8-iodo-1-octyne

Rendimiento 94.2%

Disolventes

acetone

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroto react for four hours
2. 2
   Temperaturaunder reflux
3. 3
   TemperaturaAfter cooling
4. 4
   Otrothe precipitates were removed by filtration
5. 5
   Concentraciónthe filtrate was concentrated
6. 6
   OtroThe resulting residue was purified by silica gel column chromatography (eluent; hexane)

Procedimiento

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%).

Fuente