Réaction #710467

Équation de réaction

2-chloro-3-fluoro-5-methyl pyridine

N-bromosuccinimide

→

5-(bromomethyl)-2-chloro-3-fluoropyridine

Rendement 51.0%

Solvants

carbon tetrachloride

Conditions de réaction

Traitement

1. 1
   Températurethe resulting mixture was heated
2. 2
   Températurerefluxed overnight
3. 3
   Autrewas returned to room temperature
4. 4
   Concentrationconcentrated under reduced pressure
5. 5
   Autrepurified by silica gel column chromatography (hexane:ethyl acetate=19:1)

Mode opératoire

4.00 g (27.6 mmol) of 2-chloro-3-fluoro-5-methyl pyridine was dissolved in 80 ml of carbon tetrachloride, 7.37 g (41.4 mmol) of N-bromosuccinimide and 20 mg of benzoyl peroxide were added thereto, and the resulting mixture was heated and refluxed overnight. After the reaction was completed, the reaction solution was returned to room temperature, concentrated under reduced pressure and purified by silica gel column chromatography (hexane:ethyl acetate=19:1) to obtain 3.06 g (yield 51%) of 5-(bromomethyl)-2-chloro-3-fluoropyridine.

Source