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Kinetics in the Thermal and Catalytic Amidation of C18 Fatty Acids with Ethanolamine for the Production of Pharmaceuticals Full article

Journal Reaction Kinetics, Mechanisms and Catalysis
ISSN: 1878-5190 , E-ISSN: 1878-5204
Output data Year: 2017, Volume: 120, Number: 1, Pages: 15-29 Pages count : 15 DOI: 10.1007/s11144-016-1086-6
Tags Amidation, H-MCM-36, Linoleic acid, Oleic acid, Zeolite
Authors Maki-Arvela Päivi 1 , Kumar Narendra 1 , Chapelliere Yann 1 , Simakova Irina L. 2 , Murzin Dmitry Yu. 1
Affiliations
1 Johan Gadolin Process Chemistry Centre, Abo Akademi University, Turku/Abo, Finland
2 Boreskov Institute of Catalysis, Novosibirsk, Russia

Abstract: For the first time, in this work, C18 fatty acid amidation with equimolar amounts of ethanolamine was studied both in the absence and presence of heterogeneous catalysts in hexane as a solvent at 180 °C. The products, saturated, and especially unsaturated fatty alkanol amides, which exhibit endocannabinoid activities, have been conventionally prepared using toxic and corrosive homogeneous catalysts. The results revealed that noncatalytic thermal amidation of stearic acid proceeding much faster for stearic than for oleic or linoleic acids. Furthermore, microporous H-Beta-150 was the most active catalyst. Mesoporous, H-MCM-41 with lower acidity was also active in oleic acid amidation, whereas more acidic, mesoporous H-MCM-36 gave lower yield due to formation of esteramides.
Cite: Maki-Arvela P. , Kumar N. , Chapelliere Y. , Simakova I.L. , Murzin D.Y.
Kinetics in the Thermal and Catalytic Amidation of C18 Fatty Acids with Ethanolamine for the Production of Pharmaceuticals
Reaction Kinetics, Mechanisms and Catalysis. 2017. V.120. N1. P.15-29. DOI: 10.1007/s11144-016-1086-6 WOS Scopus РИНЦ AN OpenAlex
Dates:
Submitted: Jun 27, 2016
Accepted: Sep 23, 2016
Published online: Oct 3, 2016
Published print: Feb 1, 2017
Identifiers:
Web of science: WOS:000396938800002
Scopus: 2-s2.0-84989813347
Elibrary: 29466124
Chemical Abstracts: 2016:1625779
OpenAlex: W2528136937
Citing:
DB Citing
Web of science 8
Scopus 8
Elibrary 8
OpenAlex 8
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