Reaktion #54371

Reaktionsgleichung

phosphorous tribromide

3-(3-methoxyphenyl)-1-butanol

→

title product

1-bromo-3-(3-methoxyphenyl)butane

Lösungsmittel

ether

ether

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGstirred for an additional 30 minutes
2. 2
   Extraktionthe resulting mixture extracted with ether (3 × 50 ml.)
3. 3
   WaschenThe combined extracts are washed with 5% sodium hydroxide solution (3 × 50 ml.), saturated sodium chloride solution (1 × 50 ml.)
4. 4
   Trocknendried (Na2SO4)
5. 5
   SonstigeRemoval of the ether and vacuum distillation of the residue

Vorschrift

A solution of phosphorous tribromide (5.7 ml., 0.06 mole) in ether (30 ml.) is added to a solution of 3-(3-methoxyphenyl)-1-butanol (30.0 g., 0.143 mole) in ether (20 ml.) at -5° C. to -10° C. and the reaction mixture stirred at -5° C. to -10° C. for 2.5 hours. It is then warmed to room temperature and stirred for an additional 30 minutes. The mixture is poured over ice (200 g.) and the resulting mixture extracted with ether (3 × 50 ml.). The combined extracts are washed with 5% sodium hydroxide solution (3 × 50 ml.), saturated sodium chloride solution (1 × 50 ml.) and dried (Na2SO4). Removal of the ether and vacuum distillation of the residue affords the title product.

Quelle