Original scientific paper
https://doi.org/10.15255/CABEQ.2017.1077
Reductive Amination of 1-Hydroxy-2-propanone Over Nickel and Copper Catalysts
T. Trégner
; Department of Organic Technology, University of Chemistry and Technology Prague, Technická 5, 166 28 Praha 6, Czech Republic
J. Trejbal
orcid.org/0000-0002-4461-638X
; Department of Organic Technology, University of Chemistry and Technology Prague, Technická 5, 166 28 Praha 6, Czech Republic
N. Ruhswurmová
; Department of Organic Technology, University of Chemistry and Technology Prague, Technická 5, 166 28 Praha 6, Czech Republic
M. Zapletal
; Department of Organic Technology, University of Chemistry and Technology Prague, Technická 5, 166 28 Praha 6, Czech Republic
Abstract
The one-step reductive amination of 1-hydroxy-2-propanone (acetol) with ammonia to 2-aminopropanol (2-APOL) over commercial nickel and copper catalysts has been studied in the continuous fixed-bed reactor at the temperature from 130 to 220 °C and different molar ratios of reactants. It was found that the optimal molar ratios of H2/acetol and H2/NH3 regarding the selectivity of 2-APOL were 25 and 1, respectively. The highest selectivity of approx. 45 % to desired 2-APOL at total conversion of acetol was achieved in the presence of the nickel catalyst. Major by-products of amination were cis and trans
isomers of 2,5- and 2,6-dimethylpiperazines. Mechanism of the formation of these and other detected and/or potential by-products is discussed. So far, unpublished mass spectra of identified by-products, such as N-substituted dimethylpiperazines or various aminoalcohols,
are reported in this paper.
This work is licensed under a Creative Commons Attribution 4.0 International License.
Keywords
2-aminopropanol; 1-hydroxy-2-propanone; reductive amination; dimethylpiperazine
Hrčak ID:
192303
URI
Publication date:
10.1.2018.
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