Reductive Amination of 5-Hydroxymethylfurfural by the Hydrogenation of Intermediate Imines in the Presence of a Pt/Al2O3 Catalyst in a Flow Reactor Full article
| Journal |
Kinetics and Catalysis
ISSN: 0023-1584 , E-ISSN: 1608-3210 |
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| Output data | Year: 2021, Volume: 62, Number: 4, Pages: 507–512 Pages count : 6 DOI: 10.1134/S0023158421040091 | ||
| Tags | reductive amination, 5-hydroxymethylfurfural, N-substituted 5-hydroxymethyl-2-furfuryl amines, Pt/Al2O3 catalyst, flow reactor, catalytic hydrogenation | ||
| Authors |
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| Affiliations |
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Funding (1)
| 1 |
Russian Science Foundation FWF Austrian Science Fund |
20-43-05002 |
Abstract:
The catalytic properties of a platinum catalyst supported on γ-alumina in the hydrogenation of imines formed during the condensation of 5-hydroxymethylfurfural (HMF) with primary amines in methanol have been studied. The reaction has been run in a flow reactor at a hydrogen pressure of 5 bar and a temperature of 15–65ºC. It has been found that the reductive amination of HMF with n-hexylamine; aniline; ortho-, meta-, and para-toluidines; and aniline derivatives containing F, Cl, Br, and I substituents at the para- or meta-positions leads to the formation of N-substituted 5-hydroxymethyl-2-furfuryl amines with high yields (90–99%). At the same time, the reaction of HMF with aromatic amines exhibiting weak nucleophilic properties (o-chloroaniline, p-aminoacetophenone) provides a target product yield that does not exceed 52%.
Cite:
Nuzhdin A.L.
, Simonov P.A.
, Bukhtiyarov V.I.
Reductive Amination of 5-Hydroxymethylfurfural by the Hydrogenation of Intermediate Imines in the Presence of a Pt/Al2O3 Catalyst in a Flow Reactor
Kinetics and Catalysis. 2021. V.62. N4. P.507–512. DOI: 10.1134/S0023158421040091 WOS Scopus РИНЦ AN OpenAlex
Reductive Amination of 5-Hydroxymethylfurfural by the Hydrogenation of Intermediate Imines in the Presence of a Pt/Al2O3 Catalyst in a Flow Reactor
Kinetics and Catalysis. 2021. V.62. N4. P.507–512. DOI: 10.1134/S0023158421040091 WOS Scopus РИНЦ AN OpenAlex
Original:
Нуждин А.Л.
, Симонов П.А.
, Бухтияров В.И.
Восстановительное аминирование 5-гидроксиметилфурфурола посредствам гидрирования промежуточных иминов на катализаторе Pt/Al2O3 в проточном реакторе
Кинетика и катализ. 2021. Т.62. №4. С.459-465. DOI: 10.31857/S0453881121040110 РИНЦ OpenAlex
Восстановительное аминирование 5-гидроксиметилфурфурола посредствам гидрирования промежуточных иминов на катализаторе Pt/Al2O3 в проточном реакторе
Кинетика и катализ. 2021. Т.62. №4. С.459-465. DOI: 10.31857/S0453881121040110 РИНЦ OpenAlex
Dates:
| Submitted: | Feb 17, 2021 |
| Accepted: | Apr 20, 2021 |
| Published print: | Jul 1, 2021 |
| Published online: | Aug 19, 2021 |
Identifiers:
| Web of science: | WOS:000686793400009 |
| Scopus: | 2-s2.0-8511315063 |
| Elibrary: | 46982465 |
| Chemical Abstracts: | 2021:1846285 |
| OpenAlex: | W3195050187 |