Реакция #813671

Уравнение реакции

1-bromo-12-benzyloxydodecane

sodium iodide

→

1-iodo-12-benzyloxydodecane

Выход 104.7%

Растворители

acetone

Условия реакции

Обработка

1. 1
   Температураunder reflux for 5 hours
2. 2
   ФильтрацияAn insoluble matter was filtered away
3. 3
   Концентрированиеa filtrate was concentrated
4. 4
   workup.ADDITIONThereafter, ether was introduced into the residue
5. 5
   ПромывкаThe ether layer was washed with water
6. 6
   Сушкаdried over anhydrous sodium sulfate
7. 7
   workup.DISTILLATIONThereafter, the solvent was distilled away
8. 8
   ДругоеThe residue was purified by silica gel column chromatography (eluent: toluene/hexane=1/1)

Методика

First, 12.4 g of 1-bromo-12-benzyloxydodecane, 6.3 g of sodium iodide, and 125 ml of acetone were placed in a 200 ml flask whose content was replaced with argon. Then, the mixture was stirred under reflux for 5 hours. An insoluble matter was filtered away and a filtrate was concentrated. Thereafter, ether was introduced into the residue. The ether layer was washed with water and dried over anhydrous sodium sulfate. Thereafter, the solvent was distilled away. The residue was purified by silica gel column chromatography (eluent: toluene/hexane=1/1) to obtain 14.7 g of 1-iodo-12-benzyloxydodecane (Y: 100%). The compound thus obtained had a purity of 96.1% by GC.

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