Réaction #1162942

Équation de réaction

hydrogen bromide

cyclopentaencarboxylic acid

bromine

→

1-Bromo-1-cyclopentanecarboxylic acid

Solvants

water

Conditions de réaction

Traitement

1. 1
   Autreover the course of 2 hours
2. 2
   Autrethereupon, a vigorous reaction
3. 3
   AutreThe reaction contents
4. 4
   Températureis cooled
5. 5
   Autrethe resulting reaction mixture
6. 6
   Extractionis extracted three times with ether
7. 7
   LavageThe collected ether phases are washed with water
8. 8
   Autredried
9. 9
   workup.DISTILLATIONAfter distilling off the ether
10. 10
    workup.DISTILLATIONthe oily residue is distilled in a high vacuum

Mode opératoire

20 g (0.176 mol) of cyclopentaencarboxylic acid are mixed with red phosphorus (2.5 g). 17.9 ml (0.352 mol) of bromine are added dropwise thereto over the course of 2 hours; thereupon, a vigorous reaction is observed, with liberation of hydrogen bromide. The reaction contents are then stirred for 3 hours at 60°C. The oil, which shows a heavy dark coloration, is cooled and poured into water and the resulting reaction mixture is extracted three times with ether. The collected ether phases are washed with water and dried. After distilling off the ether, the oily residue is distilled in a high vacuum.

Source