Reacción #710468

Ecuación de reacción

2-fluoro-5-methyl pyridine

N-bromosuccinimide

→

5-bromomethyl-2-fluoropyridine

Rendimiento 35.1%

Disolventes

carbon tetrachloride

Condiciones de reacción

Tratamiento posterior

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

Procedimiento

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.

Fuente