反应 #710467

ord-0de255f4db904a38a841d8ba9c0a04cb

反应方程式

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
收率 51.0%

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

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

实验过程

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.

来源

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