反应 #1375829

反应方程式

4(1-propenoxy)-1-butanol

allyl bromide

sodium hydroxide

→

1-allyloxy-4(1-propenoxy)butane

收率 75.0%

溶剂

toluene

反应条件

后处理

1. 1
   温度After cooling
2. 2
   过滤the reaction mixture was filtered
3. 3
   其他to remove inorganic salts
4. 4
   workup.ADDITIONthe filtrate was poured
5. 5
   workup.DISTILLATIONinto distilled water
6. 6
   其他The organic layer was separated
7. 7
   洗涤the aqueous layer was washed again with fresh toluene
8. 8
   其他the solvent removed on a rotary evaporator

实验过程

A mixture of 20 g 4(1-propenoxy)-1-butanol (0.15 moles), 24.2 g allyl bromide (0.2 moles), 1.26 g tetra-n-butylammonium bromide (3.9 mmoles); 8 g sodium hydroxide (0.2 moles); and 60 mL toluene were stirred at 60° C. for ten hours. After cooling, the reaction mixture was filtered to remove inorganic salts and the filtrate was poured into distilled water. The organic layer was separated and the aqueous layer was washed again with fresh toluene. The toluene layers were combined and the solvent removed on a rotary evaporator leaving 1-allyloxy-4(1-propenoxy)butane (an α-allyloxy-ω-(1-propenoxy)alkane) as a clear oil. Further purification was accomplished by distillation at 110° C. under a vacuum of 0.7 mm Hg, obtaining a 75% yield.

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