反応 #710468

ord-9e9ddf3625034c6ab46db00d624ad403

反応方程式

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

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

実験手順

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.

出典

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