Reaktion #5313

Reaktionsgleichung

4-Methoxybenzeneethanol

1,6-dibromohexane

NaOH

→

oil

1-[2-[(6-Bromohexyl)oxy]ethyl]-4-methoxybenzene

Lösungsmittel

H2O

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with ER (3×150 ml)
2. 2
   Waschenthe combined organic extracts were washed consecutively with H2O (125 ml), BR (125 ml)
3. 3
   Sonstigedried
4. 4
   Sonstigeevaporated

Vorschrift

4-Methoxybenzeneethanol (5.0 g) and 1,6-dibromohexane (23.7 g) were stirred rapidly at RT with tetra-n-butyl ammonium bisulphate (0.94 g) and 12.5 M aqueous NaOH (30 ml) for 16 h. The mixture was diluted with H2O (125 ml), extracted with ER (3×150 ml) and the combined organic extracts were washed consecutively with H2O (125 ml), BR (125 ml), dried and evaporated to give an oil (24.6 g). The oil was purified by [FCS] eluting with ER-CX (0:100→4:96) to give the title compound as a colourless oil (8.30 g). T.l.c. (CX-ER (40:1)) Rf 0.33.

Quelle