The interaction of 2:2:1 molar ratio of 2-picoline, phenyllithium and alkyl halides and the same molar ratio of 4-picoline, methyllithium and alkyl halides gives high yields of the corresponding 2-and 4-picoline homologs. Comments are made concerning the course of these alkylations. The syntheses of 2,2'-dipyridylmethane and 2,2',2,-tripyridylmethane are described.
second peak, equivalent in intensity to one proton and differing only little in position from the first four protons, could be a CH proton in the cyclopropane ring. A wide choice of structural features could be held responsible for the doublets at S 3.6, most likely, an alkyl group adjacent to a quaternary nitrogen. Of the remaining eight protons, the sharp lines at S 4.7 and 7.3, respectively, are considered to be due to ammonium hydrogen and phenyl protons.
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