反応 #710467

ord-0de255f4db904a38a841d8ba9c0a04cb

反応方程式

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
収率 51.0%

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    温度the resulting mixture was heated
  2. 2
    温度refluxed overnight
  3. 3
    その他was returned to room temperature
  4. 4
    濃縮concentrated under reduced pressure
  5. 5
    その他purified by silica gel column chromatography (hexane:ethyl acetate=19:1)

実験手順

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.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US09301525B2uspto-grants-2016_04