Reaktion #5309

Reaktionsgleichung

(3-Bromopropyl)benzene

magnesium

NH4Cl

oxetane

→

title compound

Ausbeute 33.8%

Benzenehexanol

Ausbeute 33.8%

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturto maintain gentle reflux
2. 2
   Temperaturat reflux for 16 h
3. 3
   ExtraktionThe mixture was extracted with ER (3×75 ml)
4. 4
   Extraktionthe dried extract
5. 5
   Sonstigewas evaporated
6. 6
   Sonstigeto leave a yellow oil
7. 7
   workup.DISTILLATIONDistillation of the oil

Vorschrift

(3-Bromopropyl)benzene (20 g) in THF (75 ml) was added dropwise to magnesium (2.43 g) at a rate to maintain gentle reflux. The mixture was stirred for 2 h at RT and oxetane (10 g) was added dropwise. The resulting suspension was stirred at RT for 2h and at reflux for 16 h and poured into saturated aqueous NH4Cl (100 ml). The mixture was extracted with ER (3×75 ml) and the dried extract was evaporated to leave a yellow oil. Distillation of the oil gave the title compound as a colourless liquid (6.05 g) b.p. 100-105°/0.4 mmHg. T.l.c. [O] 0.3.

Quelle