Reaktion #710468

Reaktionsgleichung

2-fluoro-5-methyl pyridine

N-bromosuccinimide

→

5-bromomethyl-2-fluoropyridine

Ausbeute 35.1%

Lösungsmittel

carbon tetrachloride

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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.

Quelle