Flow Hydrogenation of 1,3,5-Trinitrobenzenes over Cu-Based Catalysts as an Efficient Approach for the Preparation of Phloroglucinol Derivatives | Sciact - CRIS-system of Boreskov Institute of Catalysis

Flow Hydrogenation of 1,3,5-Trinitrobenzenes over Cu-Based Catalysts as an Efficient Approach for the Preparation of Phloroglucinol Derivatives Full article

Journal

Synthesis (Synthesis-Stuttgart)
ISSN: 0039-7881 , E-ISSN: 1437-210X

Output data

Year: 2022, Volume: 54, Number: 16, Pages: 3605-3612 Pages count : 8 DOI: 10.1055/a-1807-3188

Tags

trinitrobenzenes; hydrogenation; flow reactor; heterogeneous catalysis; mixed oxides; layered double hydroxides; phloroglucinol derivatives

Authors

Nuzhdin Alexey L. ¹ , Shchurova Irina А. ² , Bukhtiyarova Marina V. ¹ , Bulavchenko Olga A. ¹ , Alekseyeva Natalia A. ² , Sysolyatin Sergey V. ² , Bukhtiyarova Galina A. ¹

Affiliations

1	Boreskov Institute of Catalysis SB RAS, Lavrentieva Ave. 5, Novosibirsk 630090, Russian Federation
2	Institute for Problems of Chemical and Energetic Technologies SB RAS, Sotsialisticheskaja str. 1, Biysk 659322, Russian Federation

Funding (1)

Russian Science Foundation

22-23-00127

An environmentally friendly and safe synthesis of phloroglucinol and its derivatives through the flow hydrogenation of 1,3,5-trinitrobenzenes on heterogeneous copper catalysts is reported. It was found that hydrogenation of 1,3,5-trinitrobenzene, 2,4,6-trinitrotoluene, 2,4,6-trinitroxylene, and 2,4,6-trinitromesitylene in methanol over Cu–Al mixed oxides derived from layered double hydroxides led to selective formation of the corresponding triaminobenzenes, which were isolated from the reaction mixture in the form of double salts with sulfuric acid and were stable in storage. Subsequent hydrolysis in aqueous solution gave the phloroglucinol derivatives in good yields (75–82%).

Nuzhdin A.L. , Shchurova I.А. , Bukhtiyarova M.V. , Bulavchenko O.A. , Alekseyeva N.A. , Sysolyatin S.V. , Bukhtiyarova G.A.
Flow Hydrogenation of 1,3,5-Trinitrobenzenes over Cu-Based Catalysts as an Efficient Approach for the Preparation of Phloroglucinol Derivatives
Synthesis (Synthesis-Stuttgart). 2022. V.54. N16. P.3605-3612. DOI: 10.1055/a-1807-3188 WOS Scopus РИНЦ ANCAN OpenAlex

Submitted:	Mar 2, 2022
Accepted:	Mar 23, 2022
Published online:	May 17, 2022
Published print:	Aug 17, 2022

Web of science:	WOS:000834688900007
Scopus:	2-s2.0-85135875416
Elibrary:	50300370
Chemical Abstracts:	2022:1397911
Chemical Abstracts (print):	179:218824
OpenAlex:	W4221086100

DB	Citing
Web of science	6
Scopus	6
Elibrary	7
OpenAlex	7