Réaction #5307

Équation de réaction

3-Phenylpropanol

1,6-dibromohexane hydrogen sulphate

NaOH

→

title compound

3-[[(6-Bromohexyl)oxy]propyl]benzene

Solvants

H2O

Conditions de réaction

Traitement

1. 1
   Extractionextracted with ER (3×100 ml)
2. 2
   Lavagethe combined organic extracts were washed consecutively with H2O (80 ml) and BR (80 ml)
3. 3
   AutreThe dried extracts were evaporated
4. 4
   Autrethe residual oil purified by [FCS]
5. 5
   Lavageeluting with CX (one columnful)

Mode opératoire

3-Phenylpropanol (3.00 g) and 1,6-dibromohexane hydrogen sulphate (0.5 g) and 12.5 M aqueous NaOH (16 ml) for 30 h. The mixture was diluted with H2O (80 ml), extracted with ER (3×100 ml), and the combined organic extracts were washed consecutively with H2O (80 ml) and BR (80 ml). The dried extracts were evaporated and the residual oil purified by [FCS], eluting with CX (one columnful), followed by EA-CX (1:20) to give the title compound (5.35 g) as a colourless oil.

Source