Reacción #710470
ord-af5cc388665046fb9f199acf3b3699c6
Ecuación de reacción
2-bromo-5-methylpyridine
N-bromosuccinimide
→
2-bromo-5-bromomethylpyridine
Rendimiento 20.0%
Reactivos
Disolventes
Condiciones de reacción
Condiciones detalladas
See reaction.notes.procedure_details.
Tratamiento posterior
- 1Temperaturathe resulting mixture was heated
- 2Temperaturarefluxed for 19 hours
- 3Otrowas returned to room temperature
- 4Concentraciónconcentrated under reduced pressure
- 5Otropurified by silica gel column chromatography (hexane:ethyl acetate=19:1)
Procedimiento
500 mg (2.92 mmol) of 2-bromo-5-methylpyridine was dissolved in 15 ml of carbon tetrachloride, 623 mg (3.50 mmol) of N-bromosuccinimide and 10 mg of benzoyl peroxide were added thereto, and the resulting mixture was heated and refluxed for 19 hours. 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 143 mg (yield 20%) of 2-bromo-5-bromomethylpyridine.