Reaction of dimethylamines with epimeric (at the 2 and 4 positions) trans-2-methyl- and trans-1,2-dimethyl-4-vinylethynyldecahydro-4-quinolols

Autor: N. I. Garbuz, L. I. Ukhova, V. M. Gorul'ko, A. A. Akhrem, A. P. Marochkin
Rok vydání: 1976
Předmět:
Zdroj: Chemistry of Heterocyclic Compounds. 12:780-784
ISSN: 1573-8353
0009-3122
DOI: 10.1007/bf00477012
Popis: A mixture of the corresponding 4-(4-dimethylamino-1,2-butadienyl)- and 4-(4-dimethylamino-1-butynyl)decahydro-4-quinolols, with predominance of the allene components, is formed from each vinylacetylenic alcohol as a result of the addition of diethylamine to epimeric (at the 2 and 4 positions) trans-2-methyl- and trans-1,2-dimethyl-4-vinylethynyldecahydro-4-quinolols. On the basis of the PMR spectra and data on the stabilities of allenic and acetylenic diamino alcohols under the conditions of their formation, it was concluded that the addition of dimethylamine to 4-vinylethynyldecahydro-4-quinolols proceeds simultaneously via two pathways — at the 1,4 and 3,4 positions of the vinylethynyl substituent.
Databáze: OpenAIRE
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