Реакция #710470

ord-af5cc388665046fb9f199acf3b3699c6

Уравнение реакции

Cc1ccc(Br)nc1
2-bromo-5-methylpyridine
O=C1CCC(=O)N1Br
N-bromosuccinimide
BrCc1ccc(Br)nc1
2-bromo-5-bromomethylpyridine
Выход 20.0%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Температураthe resulting mixture was heated
  2. 2
    Температураrefluxed for 19 hours
  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

500 mg (2.92 mmol) of 2-bromo-5-methylpyridine was dissolved in 15 ml of carbon tetrachloride, 623 mg (3.50 mmol) of N-bromosuccinimide and 10 mg of benzoyl peroxide were added thereto, and the resulting mixture was heated and refluxed for 19 hours. 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 143 mg (yield 20%) of 2-bromo-5-bromomethylpyridine.

Источник

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