反应 #951

反应方程式

sodium azide

4-cyanobenzyl bromide

→

4-cyanobenzyl azide

溶剂

water

DMF

toluene

反应条件

后处理

1. 1
   其他An exothermic reaction
2. 2
   其他separation of potentially explosive azide compounds it
3. 3
   workup.ADDITIONto add the toluene to the reaction mixture
4. 4
   workup.ADDITIONbefore addition of the water) and 500 ml water
5. 5
   萃取The aqueous phase was extracted with an additional 2×50 ml toluene
6. 6
   洗涤The combined organic extracts were washed with 2×50 ml water and brine
7. 7
   干燥finally dried (MgSO4)
8. 8
   过滤filtered

实验过程

A solution of 20.23 g (0.31 mol) sodium azide in 50 ml water was added to 49.15 g (251 mmol) 4-cyanobenzyl bromide in 200 ml DMF at ambient temperature. An exothermic reaction took place and after 1.5 h the reaction mixture was diluted with 200 ml toluene(caution: In order to avoid separation of potentially explosive azide compounds it is adviceable to add the toluene to the reaction mixture before addition of the water) and 500 ml water. The aqueous phase was extracted with an additional 2×50 ml toluene. The combined organic extracts were washed with 2×50 ml water and brine and finally dried (MgSO4) and filtered. The solution was used as such in the next step.

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