반응 #710467

ord-0de255f4db904a38a841d8ba9c0a04cb

반응 방정식

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
수율 51.0%

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도the resulting mixture was heated
  2. 2
    온도refluxed overnight
  3. 3
    기타was returned to room temperature
  4. 4
    농축concentrated under reduced pressure
  5. 5
    기타purified by silica gel column chromatography (hexane:ethyl acetate=19:1)

실험 절차

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.

출처

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