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Applications of 13 C Nmr spectroscopy to structural assignment of derivatives of 2,3,4,5,6,7‐hexahydro‐1 H ‐2‐benzazonine
Author(s) -
Benattar André,
Barbry Didier,
Hasiak Bruno,
Couturier Daniel
Publication year - 1981
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570180113
Subject(s) - chemistry , halide , amide , nuclear magnetic resonance spectroscopy , liquid ammonia , carbon 13 nmr , medicinal chemistry , ammonia , stereochemistry , organic chemistry
Abstract Treatment of 1,1‐dimethyl‐2‐tolylpiperidinium halides with sodium amide in liquid ammonia affords derivatives of 2,3,4,5,6,7‐hexahydro‐1 H ‐2‐benzazonine via the Sommelet‐Hauser rearrangement. Structures of the reaction products have been established by 13 C nmr. In the case of 1,1‐dimethyl‐2‐benzylpiperidinium halide, only an elimination reaction takes place.