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PMR studies of the deuteration and hydration of 4-piperidones

✍ Scribed by M. M. A. Hassan; A. F. Casy

Publisher
John Wiley and Sons
Year
1969
Tongue
English
Weight
548 KB
Volume
1
Category
Article
ISSN
0749-1581

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✦ Synopsis

PMR spectra of substituted 4-piperidones in base and salt forms in D,O, water and other solvents are reported, and spectral characteristics interpreted in terms of equilibria between free ketone and 4,4-dideuteroxy (or hydroxy) forms. It is shown that 1-mono and 1,3-disubstituted-4piperidones exist extensively as the corresponding dideuteroxy (or hydrated) species in D,O (or H,O) provided the ring nitrogen atom is positively charged, and that 3-substituents decrease the population of these forms. The facile D/H exchange of cr-protons in the piperidone bases is also demonstrated.

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