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Contribution A L'étude De L'Action Des Bases Sur Les Sels D'Ammonium Quaternaires I. Dégradation Et Réarrangement De L'Iodure De 1-Méthyl-Benzylpipéridinium

✍ Scribed by L. P. A. Fery; L. van Hove

Publisher
Wiley (John Wiley & Sons)
Year
2010
Weight
894 KB
Volume
68
Category
Article
ISSN
0037-9646

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✦ Synopsis

Abstract

In order to examine the importance of Sommelet and Stevens rearrangement versus β‐elimination, the reaction of sodium amide in liquid ammonia on 1‐methyl‐benzylpiperidinium iodide was examined and found to give three isomeric tertiary bases: two of them resulting from a Sommelet rearrangement, the third one being formed in a Stevens rearrangement; no Hofmann β‐elimination was observed. The reaction of sodium amide on the same quaternary salt in refluxing xylene results in both Sommelet rearrangement and β‐elimination.

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