Réaction #5304

Équation de réaction

phenethyl alcohol

1,6-dibromohexane

NaOH

→

title compound

Rendement 55.7%

[2-[(6-Bromohexyl)oxy]ethyl]benzene

Rendement 55.7%

Solvants

H2O

Conditions de réaction

Traitement

1. 1
   Températurewas heated at 65-70° for 4h
2. 2
   AutreThe cooled reaction mixture
3. 3
   Extractionextracted with CX (2×300 ml)
4. 4
   AutreThe dried extracts were evaporated in vacuo
5. 5
   Autreto give a yellow liquid which
6. 6
   workup.DISTILLATIONwas purified by distillation under reduced pressure

Mode opératoire

A mixture of phenethyl alcohol (20 g), 1,6-dibromohexane (195 g) and tetrabutylammonium bisulphate (3.0 g) in 50% w/v NaOH solution (100 ml) was heated at 65-70° for 4h. The cooled reaction mixture was poured into H2O (400 ml) and extracted with CX (2×300 ml). The dried extracts were evaporated in vacuo to give a yellow liquid which was purified by distillation under reduced pressure to give the title compound as a colourless liquid (26 g) b.p. 110°/0.1 mm. T.l.c. (EA) Rf 0.62.

Source