反应 #710468

ord-9e9ddf3625034c6ab46db00d624ad403

反应方程式

Cc1ccc(F)nc1
2-fluoro-5-methyl pyridine
O=C1CCC(=O)N1Br
N-bromosuccinimide
Fc1ccc(CBr)cn1
5-bromomethyl-2-fluoropyridine
收率 35.1%

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 for 2.5 hours
  3. 3
    其他was returned to room temperature
  4. 4
    workup.DISTILLATIONthe solvent was distilled off under reduced pressure
  5. 5
    其他purified by silica gel column chromatography (hexane:ethyl acetate=19:1)

实验过程

500 mg (4.50 mmol) of 2-fluoro-5-methyl pyridine was dissolved in 50 ml of carbon tetrachloride, 1.20 g (6.76 mmol) of N-bromosuccinimide and 20 mg of benzoyl peroxide were added thereto, and the resulting mixture was heated and refluxed for 2.5 hours. After the reaction was completed, the reaction solution was returned to room temperature, and the solvent was distilled off under reduced pressure and purified by silica gel column chromatography (hexane:ethyl acetate=19:1) to obtain 300 mg (yield 35%) of 5-bromomethyl-2-fluoropyridine.

来源

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