Title:
アミド化合物の製造方法
Document Type and Number:
Japanese Patent JP6952974
Kind Code:
B2
Abstract:
PROBLEM TO BE SOLVED: To provide a novel method for producing an amide compound which does not require severe reacting conditions without directly using hydroxylamine and its derivative.SOLUTION: There is provided a method for producing an amide compound which comprises: a step of transferring a ketone compound and an oxime compound to oxime in the presence of an organic solvent and an acid catalyst; and a step of subjecting the oxime to Beckmann rearrangement. The acid catalyst preferably is hydrochloric acid, sulfuric acid, methanesulfonic acid, tosyl acid monohydrate, trifluoromethanesulfonic acid, bistrifluoromethane sulfonimide, a boron trifluoride-diethyl ether complex, scandium trifluoromethanesulfonate (III), iron trifluoromethanesulfonate (III), copper trifluoromethanesulfonate (II), bismuth(III) trifluoromethanesulfonate, titanium tetrachloride or iron trichloride.SELECTED DRAWING: None
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Inventors:
Kengo Hyodo
Hasegawa Minawa
Naoki Oishi
Hasegawa Minawa
Naoki Oishi
Application Number:
JP2017030251A
Publication Date:
October 27, 2021
Filing Date:
February 21, 2017
Export Citation:
Assignee:
Ryukoku University
International Classes:
C07C231/10; C07C233/05; C07C233/07; C07C233/15; C07C233/25; C07D225/02; C07D333/36
Other References:
HYODO, K et al.,Bronsted acid catalyzed transoximation reaction: synthesis of aldoximes and ketoximes without use of hydroxylamine salts,Green Chemistry,2016年,Vol. 18,pp. 5788-5793
第4版 実験化学講座22 有機合成IV -酸・アミノ酸・ペプチド-,社団法人日本化学会,1992年,pp. 163-164
ZHANG, J et al.,Novel One-Step Synthesis Process from Cyclohexanone to Caprolactam in Trifluoroacetic Acid,Industrial & Engineering Chemistry Research,2013年,Vol. 52,pp. 6377-6381
RONCHIN, L et al.,On the mechanism of the organocatalyzed Beckmann rearrangement of cyclohexanone oxime by trifluoroacetic acid in aprotic solvent,Journal of Molecular Catalysis A: Chemical ,2009年,Vol. 313,pp. 22-30
第4版 実験化学講座22 有機合成IV -酸・アミノ酸・ペプチド-,社団法人日本化学会,1992年,pp. 163-164
ZHANG, J et al.,Novel One-Step Synthesis Process from Cyclohexanone to Caprolactam in Trifluoroacetic Acid,Industrial & Engineering Chemistry Research,2013年,Vol. 52,pp. 6377-6381
RONCHIN, L et al.,On the mechanism of the organocatalyzed Beckmann rearrangement of cyclohexanone oxime by trifluoroacetic acid in aprotic solvent,Journal of Molecular Catalysis A: Chemical ,2009年,Vol. 313,pp. 22-30
Attorney, Agent or Firm:
Atomi International Patent Office