Реакция #710468

Уравнение реакции

2-fluoro-5-methyl pyridine

N-bromosuccinimide

→

5-bromomethyl-2-fluoropyridine

Выход 35.1%

Растворители

carbon tetrachloride

Условия реакции

Обработка

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

Методика

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.

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