Reaktion #710467

Reaktionsgleichung

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

N-bromosuccinimide

→

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

Ausbeute 51.0%

Lösungsmittel

carbon tetrachloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe resulting mixture was heated
2. 2
   Temperaturrefluxed overnight
3. 3
   Sonstigewas returned to room temperature
4. 4
   Einengenconcentrated under reduced pressure
5. 5
   Sonstigepurified by silica gel column chromatography (hexane:ethyl acetate=19:1)

Vorschrift

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.

Quelle