تفاعل #710467

ord-0de255f4db904a38a841d8ba9c0a04cb

معادلة التفاعل

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
المردود 51.0%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةthe resulting mixture was heated
  2. 2
    درجة الحرارةrefluxed overnight
  3. 3
    أخرىwas returned to room temperature
  4. 4
    تركيزconcentrated under reduced pressure
  5. 5
    أخرىpurified by silica gel column chromatography (hexane:ethyl acetate=19:1)

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US09301525B2uspto-grants-2016_04