반응 #710468

ord-9e9ddf3625034c6ab46db00d624ad403

반응 방정식

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

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도the resulting mixture was heated
  2. 2
    온도refluxed for 2.5 hours
  3. 3
    기타was returned to room temperature
  4. 4
    workup.DISTILLATIONthe solvent was distilled off under reduced pressure
  5. 5
    기타purified by silica gel column chromatography (hexane:ethyl acetate=19:1)

실험 절차

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.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US09301525B2uspto-grants-2016_04