تفاعل #7475

ord-6744837d271542169edc181f1b3dfcd3

معادلة التفاعل

Cc1ccc(-c2ccccn2)cc1
2-(p-tolyl)pyridine
O=C1CCC(=O)N1Cl
N-chlorosuccinimide
ClCc1ccc(-c2ccccn2)cc1
4-(pyridin-2-yl)benzyl chloride
المردود 53.8%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةthe mixture was heated
  2. 2
    درجة الحرارةunder reflux for 5 hours
  3. 3
    أخرىInsoluble materials were removed by filtration
  4. 4
    تركيزthe filtrate was concentrated under reduced pressure
  5. 5
    أخرىThe residue was purified by column chromatography on silica gel (eluent: hexane/ethyl acetate=5/1-3/1)

الإجراء التجريبي

To a solution of 2-(p-tolyl)pyridine (1.7 g) and N-chlorosuccinimide (1.5 g) in carbon tetrachloride (30 mL) was added α,α-azobisisobutyronitrile (0.033 g), and the mixture was heated under reflux for 5 hours. Insoluble materials were removed by filtration, and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: hexane/ethyl acetate=5/1-3/1) to give 4-(pyridin-2-yl)benzyl chloride (1.1 g).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07087579B2uspto-grants-2006_08