Base-promoted rearrangements of. alpha.-arylneopentylammonium salts

SH Pine, EM Munemo, TR Phillips…

Index: Pine,S.H. et al. Journal of Organic Chemistry, 1971 , vol. 36, p. 984 - 991

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Citation Number: 13

Abstract

The base-promoted reactions of N, N, N-trimethyl-a-phenylneopentylammonium halides (la) and AT, N, N-trimethyl-aa-tolylneopentylammonium iodide (lb) with numerous base-solvent systems lead to products of the Stevens 3, ortho-Sommelet-Hauser 5, and para-Sommelet- Hauser 6 rearrangements in addition to the demethylated tertiary amine 9. The Stevens rearrangement is favored in nonpolar solvents and at increased temperatures, the solvent ...

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