Réaction #65816

Équation de réaction

2-bromooctanoic acid

thionyl chloride

→

2-bromooctanoyl chloride

Rendement 64.0%

Solvants

toluene

Conditions de réaction

Traitement

1. 1
   TempératureThe solution was heated
2. 2
   Températureat reflux under nitrogen for 3 hours
3. 3
   workup.DISTILLATIONThe excess thionyl chloride and toluene were distilled at atmospheric pressure under N2
4. 4
   workup.DISTILLATIONThe yellow residue was purified by kugelrohr distillation (bp=60°-65° C./0.1 mm Hg)

Mode opératoire

To a solution of 20 g (90 mmol) 2-bromooctanoic acid in 100 mL toluene was added 13.2 mL (180 mmol) thionyl chloride. The solution was heated at reflux under nitrogen for 3 hours. The excess thionyl chloride and toluene were distilled at atmospheric pressure under N2. The yellow residue was purified by kugelrohr distillation (bp=60°-65° C./0.1 mm Hg) and 13.8 g (64%) of the 2-bromooctanoyl chloride as a colorless oil was isolated.

Source