Reacción #710467

Ecuación de reacción

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

N-bromosuccinimide

→

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

Rendimiento 51.0%

Disolventes

carbon tetrachloride

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturathe resulting mixture was heated
2. 2
   Temperaturarefluxed overnight
3. 3
   Otrowas returned to room temperature
4. 4
   Concentraciónconcentrated under reduced pressure
5. 5
   Otropurified by silica gel column chromatography (hexane:ethyl acetate=19:1)

Procedimiento

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.

Fuente