Rearrangements of N-ethoxycarbonylmethyl-1,2,3,4-tetrahydroquinolinium halogenalkylates effected by sodium hydride. Synthesis of 2,3,4,5-tetrahydro-1H-3-benzazepines

Autor:	K. B. Polyanskii, S. A. Soldatova, G. S. Gimranova, Anatoly T. Soldatenkov
Rok vydání:	2008
Předmět:	chemistry.chemical_compound Benzazepines Column chromatography Chemistry Yield (chemistry) Boiling Organic Chemistry Organic chemistry Sodium hydride
Zdroj:	Russian Journal of Organic Chemistry. 44:750-754
ISSN:	1608-3393 1070-4280
DOI:	10.1134/s1070428008050205
Popis:	Quaternary salts obtained from N-alkyl-1,2,3,4-tetrahydroisoquinolines and ethyl haloacetates or diethyl bromomalonate under the action of sodium hydride in boiling 1,4-dioxane were converted into N-alkyl-N-ethoxycarbonyl-2,3,4,5-tetrahydro-1H-3-benzazepines in 49–60% yield. From the reaction mixture by column chromatography products of β-elimination by Hofmann reaction, 2-(N-methyl-N-ethoxycarbonylmethyl)-aminomethylstyrenes were also isolated (yield 0.6–16%).
Databáze:	OpenAIRE
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