Synthesis 1987; 1987(6): 574-575
DOI: 10.1055/s-1987-28010
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Eine neue Synthese von 6,6′-Dimethyl-2,2′-bipyridin durch Kupplung von 2-Brom-6-methylpyridin mit Raney-Nickel als Reagenz

Thomas Rode* , Eberhard Breitmaier
  • *Institut für Organische Chemie und Biochemie der Universität Bonn, Gerhard-Domagk-Straße 1, D-5300 Bonn, West Germany
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Publication History

Publication Date:
20 August 2002 (online)

A New Synthesis of 6,6′-Dimethyl-2,2′-bipyridine by Coupling of 2-Bromo-6-methylpyridine with Raney-Nickel as Reagent A new reaction of 2-bromo-6-methylpyridine 1 is described. Compound 1, when refluxed in dry toluene with a stochiometric amount of thoroughly dried and degassed Raney-Nickel, yields 6,6′-dimethyl-2.2′-bipyridine-N,N′-nickel dibromide 2. Subsequent hydrolysis of 2 (water), followed by extraction (chloroform) and crystallization from ligroine gives the desired ligand 3, 6,6′-dimethyl-2,2′-bipyridine, a useful reagent in the synthesis of polypyridines and related macrocyclic compounds.

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