反応 #1375829

反応方程式

4(1-propenoxy)-1-butanol

allyl bromide

sodium hydroxide

→

1-allyloxy-4(1-propenoxy)butane

収率 75.0%

溶媒

toluene

反応条件

後処理

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

実験手順

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.

出典