Reaktion #710470

ord-af5cc388665046fb9f199acf3b3699c6

Reaktionsgleichung

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

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturthe resulting mixture was heated
  2. 2
    Temperaturrefluxed for 19 hours
  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

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.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09301525B2uspto-grants-2016_04