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0345279714
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Biltz, H.; Krzikalla, H. Liebigs Ann. Chem. 1927, 457, 131-189. While the structure II was assigned to an ill-defined product obtained by precipitation from acetic acid solution with ether, the major product III crystallized as an acetic acid solvate.
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0345711316
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note
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Positions of appropriate chemical shift (60-90 ppm) values clearly demonstrate the presence of tetrasubstituted carbons; imine carbon would be expected to resonate above 150 ppm.
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28
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0345279715
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note
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13C]-III (6a, Scheme 1) could, of course, account for the observed broad signal at ca. 85 ppm due to transient intermediate(s), but it is clear that such a structure, characterized by its inherent reactivity in nucleophic substitutions (ref 5), cannot explain the observed inertness of the actual chlorination end product toward methanol.
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