Reaktion #710470
ord-af5cc388665046fb9f199acf3b3699c6
Reaktionsgleichung
2-bromo-5-methylpyridine
N-bromosuccinimide
→
2-bromo-5-bromomethylpyridine
Ausbeute 20.0%
Reagenzien
Lösungsmittel
Reaktionsbedingungen
Detaillierte Bedingungen
See reaction.notes.procedure_details.
Aufarbeitung
- 1Temperaturthe resulting mixture was heated
- 2Temperaturrefluxed for 19 hours
- 3Sonstigewas returned to room temperature
- 4Einengenconcentrated under reduced pressure
- 5Sonstigepurified by silica gel column chromatography (hexane:ethyl acetate=19:1)
Vorschrift
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.