29823-87-8Relevant academic research and scientific papers
EVOLUTION THERMIQUE DE N-OXYDES D'ω-DIALKYLAMINO ALCANOLS-1
Barbry, Didier,Hasiak, Bruno
, p. 2410 - 2414 (2007/10/02)
The thermolysis of ω-dimethylamino-1-alkanol N-oxides affords ω-hydroxy-1-alkenes with dimethylhydroxylamine in good yields.The other basic products (amino alcohol and isoxazolidine) involve oxidation-reduction process between the tertiary amine N-oxide and dimethylhydroxylamine, followed by 1,3-dipolar cycloaddition reaction.Pyrolysis of 5-piperidino-1-pentanol N-oxide proceeds on a path similar to the N-dimethyl compounds.The elimination of an hydrogen atom of the heterocycle does not occur: the preferred planar transition state cannot be attained because of thesteric requirements of the ring.
ETUDE DES INTERACTIONS ENTRE FONCTIONS ALCOOL ET AMINE: EVOLUTION THERMIQUE D'HYDROXYDES ET DE SELS D'ω-TRIALKYLAMMONIO ALCANOLS-1
Barbry, Didier,Hasiak, Bruno
, p. 1734 - 1744 (2007/10/02)
The thermolysis of ω-hydroxyalkyltrialkylammonium hydroxides (Φ=4-8) was investigated: Elimination to alkenol competes with substitution to amino alcohol; the hydroxy group can be alkylated into aliphatic ethers by an intermolecular process; the intramolecular cyclization into cyclic ethers is important only when ω=4.Substitution reaction in amino alcohols is the main pathway for the thermolysis of ω-hydroxyalkyltrimethylammonium acetates (ω=5,6) and chloride (ω=6).
