Реакция #710467

ord-0de255f4db904a38a841d8ba9c0a04cb

Уравнение реакции

Cc1cnc(Cl)c(F)c1
2-chloro-3-fluoro-5-methyl pyridine
O=C1CCC(=O)N1Br
N-bromosuccinimide
Fc1cc(CBr)cnc1Cl
5-(bromomethyl)-2-chloro-3-fluoropyridine
Выход 51.0%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Температураthe resulting mixture was heated
  2. 2
    Температураrefluxed overnight
  3. 3
    Другоеwas returned to room temperature
  4. 4
    Концентрированиеconcentrated under reduced pressure
  5. 5
    Другоеpurified 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.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US09301525B2uspto-grants-2016_04