Réaction #54371

Équation de réaction

phosphorous tribromide

3-(3-methoxyphenyl)-1-butanol

→

title product

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

Solvants

ether

ether

Conditions de réaction

Traitement

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

Mode opératoire

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.

Source