ChemInform Abstract: 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, G. S. Gimranova, Anatoly T. Soldatenkov, S. A. Soldatova
Rok vydání:	2009
Předmět:	chemistry.chemical_compound Benzazepines Column chromatography Chemistry Boiling Yield (chemistry) Organic chemistry General Medicine Sodium hydride
Zdroj:	ChemInform. 40
ISSN:	1522-2667 0931-7597
DOI:	10.1002/chin.200902174
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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