Reacción #1375829

Ecuación de reacción

4(1-propenoxy)-1-butanol

allyl bromide

sodium hydroxide

→

1-allyloxy-4(1-propenoxy)butane

Rendimiento 75.0%

Disolventes

toluene

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaAfter cooling
2. 2
   Filtraciónthe reaction mixture was filtered
3. 3
   Otroto remove inorganic salts
4. 4
   workup.ADDITIONthe filtrate was poured
5. 5
   workup.DISTILLATIONinto distilled water
6. 6
   OtroThe organic layer was separated
7. 7
   Lavadothe aqueous layer was washed again with fresh toluene
8. 8
   Otrothe solvent removed on a rotary evaporator

Procedimiento

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.

Fuente