Réaction #7475

Équation de réaction

2-(p-tolyl)pyridine

N-chlorosuccinimide

→

4-(pyridin-2-yl)benzyl chloride

Rendement 53.8%

Solvants

carbon tetrachloride

Conditions de réaction

Traitement

1. 1
   Températurethe mixture was heated
2. 2
   Températureunder reflux for 5 hours
3. 3
   AutreInsoluble materials were removed by filtration
4. 4
   Concentrationthe filtrate was concentrated under reduced pressure
5. 5
   AutreThe residue was purified by column chromatography on silica gel (eluent: hexane/ethyl acetate=5/1-3/1)

Mode opératoire

To a solution of 2-(p-tolyl)pyridine (1.7 g) and N-chlorosuccinimide (1.5 g) in carbon tetrachloride (30 mL) was added α,α-azobisisobutyronitrile (0.033 g), and the mixture was heated under reflux for 5 hours. Insoluble materials were removed by filtration, and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: hexane/ethyl acetate=5/1-3/1) to give 4-(pyridin-2-yl)benzyl chloride (1.1 g).

Source