Réaction #710468

Équation de réaction

2-fluoro-5-methyl pyridine

N-bromosuccinimide

→

5-bromomethyl-2-fluoropyridine

Rendement 35.1%

Solvants

carbon tetrachloride

Conditions de réaction

Traitement

1. 1
   Températurethe resulting mixture was heated
2. 2
   Températurerefluxed for 2.5 hours
3. 3
   Autrewas returned to room temperature
4. 4
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure
5. 5
   Autrepurified by silica gel column chromatography (hexane:ethyl acetate=19:1)

Mode opératoire

500 mg (4.50 mmol) of 2-fluoro-5-methyl pyridine was dissolved in 50 ml of carbon tetrachloride, 1.20 g (6.76 mmol) of N-bromosuccinimide and 20 mg of benzoyl peroxide were added thereto, and the resulting mixture was heated and refluxed for 2.5 hours. After the reaction was completed, the reaction solution was returned to room temperature, and the solvent was distilled off under reduced pressure and purified by silica gel column chromatography (hexane:ethyl acetate=19:1) to obtain 300 mg (yield 35%) of 5-bromomethyl-2-fluoropyridine.

Source