Реакция #927236

Уравнение реакции

7-octynyl-p-toluenesulfonate

sodium iodide

→

8-iodo-1-octyne

Выход 94.2%

Растворители

acetone

Условия реакции

Обработка

1. 1
   Другоеto react for four hours
2. 2
   Температураunder reflux
3. 3
   ТемператураAfter cooling
4. 4
   Другоеthe precipitates were removed by filtration
5. 5
   Концентрированиеthe filtrate was concentrated
6. 6
   ДругоеThe resulting residue was purified by silica gel column chromatography (eluent; hexane)

Методика

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%).

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