تفاعل #710470

ord-af5cc388665046fb9f199acf3b3699c6

معادلة التفاعل

Cc1ccc(Br)nc1
2-bromo-5-methylpyridine
O=C1CCC(=O)N1Br
N-bromosuccinimide
BrCc1ccc(Br)nc1
2-bromo-5-bromomethylpyridine
المردود 20.0%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةthe resulting mixture was heated
  2. 2
    درجة الحرارةrefluxed for 19 hours
  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

500 mg (2.92 mmol) of 2-bromo-5-methylpyridine was dissolved in 15 ml of carbon tetrachloride, 623 mg (3.50 mmol) of N-bromosuccinimide and 10 mg of benzoyl peroxide were added thereto, and the resulting mixture was heated and refluxed for 19 hours. 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 143 mg (yield 20%) of 2-bromo-5-bromomethylpyridine.

المصدر

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