87875-79-4Relevant academic research and scientific papers
Trifluoroacetic Acid Hydroxylamine System as Organocatalyst Reagent in a One-Pot Salt Free Process for the Synthesis of Caprolactam and Amides of Industrial Interest
Manente,Pietrobon,Ronchin,Vavasori
, p. 3543 - 3549 (2021)
In this work we studied the reactivity of the Trifluoroacetic acid hydroxylamine system in the one step salt free synthesis of amides from ketones. A particular regards was paid to the caprolactam synthesis because of its industrial relevance. Synthesis, reactivity and characterization of the hydroxylamine trifluoroacetate is given. Fast oximation reaction of several ketones was gained at room temperature (1?h of reaction quantitative conversion for several ketones). In the same reactor, by raising the temperature at 383?K, the Beckmann rearrangement of the so obtained oximes is easily accomplished in the presence of three equivalent of TFA. The possibility of obtaining the trifluoroacetate of the hydroxylamine with a modified nitric acid hydrogenation reactions was verified, too. Reuse of solvent and trifluoroacetic acid is easily achieved by distillation. Graphical abstract: Salt free one-pot caprolactam and amides process catalyzed by CF3COOH, in the presence of NH2OH TFA as the oximation agent.[Figure not available: see fulltext.].
PRODUCTION METHOD OF KETOXIME COMPOUND
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Paragraph 0022-0024, (2017/10/11)
PROBLEM TO BE SOLVED: To provide a new catalytic production method of a ketoxime that does not directly use hydroxyamine, nor require severe reaction conditions. SOLUTION: A production method of a ketoxime compound includes a step for transoximizing a ketone compound and ethyl acetohydroxamate in the presence of an organic solvent and a trifluoromethanesulfonic acid metal salt. The trifluoromethanesulfonic acid metal salt is preferably scandium (III) trifluoromethanesulfonate. The organic solvent is preferably methylene chloride, methanol, ethanol, n-propanol, or n-butanol. SELECTED DRAWING: None COPYRIGHT: (C)2017,JPOandINPIT
