Abstract
In order to observe the reaction of Grignard reagents on pyridine-N-oxide and its derivatives, the author re-examined the studies made by Colonna (C. A. 30, 3420) on pyridine-N-oxide. Ethereal solution of phenyl-MgBr was added to the anhydrous benzene solution of pyridine-N-oxide. Treatment of reaction products revealed formations of α-phenylpyridine and diphenyl-dipyridyl, the latter being assumed as γ, γ′-dipyridyl. These results show that the reaction of pyridine-N-oxide and phenyl-MgBr proceeds as in (A) (Cf. Figure in the original text) forming α-phenylpyridine. Polymerization from (II) is difficult to realize, for the formation of diphenyldipyridyl and it is assumed that the reaction proceeds as in (B) through (III). Yields of α-phenylpyridine and diphenyldipyridyl are comparatively low and the ratio of their formation is about 8:5.
