Реакция #710467
ord-0de255f4db904a38a841d8ba9c0a04cb
Уравнение реакции
2-chloro-3-fluoro-5-methyl pyridine
N-bromosuccinimide
→
5-(bromomethyl)-2-chloro-3-fluoropyridine
Выход 51.0%
Растворители
Условия реакции
Подробные условия
See reaction.notes.procedure_details.
Обработка
- 1Температураthe resulting mixture was heated
- 2Температураrefluxed overnight
- 3Другоеwas returned to room temperature
- 4Концентрированиеconcentrated under reduced pressure
- 5Другоеpurified by silica gel column chromatography (hexane:ethyl acetate=19:1)
Методика
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.