Affiliation:
1. Institute of Chemical Technology and Engineering, Ufa State Petroleum Technological University, Sterlitamak
2. Ufa State Petroleum Technological University
Abstract
Objectives. To study the hydrogenation of substituted 5-acyl-1,3-dioxanes in the presence of metal-containing catalysts (Pt/Re, Pd/C, Ni/kieselguhr, and Ni/Mo).Methods. In order to determine the qualitative and quantitative composition of the reaction masses, the following analysis methods were used: gas-liquid chromatography (using the Kristall 2000 hardware complex); mass-spectroscopy (using Chromatec-Kristall 5000M device with NIST 2012); nuclear magnetic resonance (NMR) spectrometry (using Bruker AM-500 device with operating frequencies of 500 and 125 MHz).Results. Hydrogenation of substituted 5-acyl-1,3-dioxanes obtained by condensation of carbonyl compounds with paraformaldehyde and sulfuric acid was used to synthesize heterocyclic alcohols in the presence of metal-containing catalysts with a conversion of the initial ketones of 60–90% and a formation selectivity of target products of 70–90%. Substances were analyzed and confirmed by gas-liquid chromatography, mass spectrometry and NMR spectroscopy.Conclusions. The best catalyst for the reduction of substituted 5-acyl-1,3-dioxanes is Pd/C. By using this catalyst, it is possible to achieve a high selectivity for the formation of the corresponding heterocyclic alcohols at a conversion rate of the initial ketones of 60–90%.
Subject
Inorganic Chemistry,Organic Chemistry,Fluid Flow and Transfer Processes,Process Chemistry and Technology
Reference19 articles.
1. Gafarov N.A., Kushnarenko V.M., Bugai D.E. Ingibitory korrozii: v 2 t. T. 2. Diagnostika i zashchita ot korrozii pod napryazheniem neftegazopromyslovogo oborudovaniya (Corrosion Inhibitors: in 2 v. V. 2. Diagnostics and Protection against Corrosion under Stress of Oil and Gas Equipment). Moscow: Khimiya; 2002. 367 p. (in Russ.).
2. Yakovenko E.A., Baimurzina Yu.L., Raskil’dina G.Z., Zlotskii S.S. Synthesis and herbicidal and antioxidant activity of a series of hetero- and carbocyclic derivatives of monochloroacetic acid. Russ. J. Appl. Chem. 2020;93(5):712–720. https://doi.org/10.1134/S1070427220050122
3. Kuz’mina, U.S., Raskil’dina, G.Z., Ishmetova, D.V., et al. Cytotoxic activity against SH-SY5Y neuroblastoma cells of heterocyclic compounds containing gemdichlorocyclopropane and/or 1,3-dioxacycloalkane fragments. Pharm. Chem. J. 2022;55(12):1293–1298. https://doi.org/10.1007/s11094-022-02574-6 [Original Russian Text: Kuz’mina, U.S., Raskil’dina, G.Z., Ishmetova, D.V., et al. Cytotoxic activity against SH-SY5Y neuroblastoma cells of heterocyclic compounds containing gem-dichlorocyclopropane and/or 1,3-dioxacycloalkane fragments. Khimiko-Farmatsevticheskii Zhurnal. 2022;55(12):27–32 (in Russ.). https://doi.org/10.30906/0023-1134-2021-55-12-27-32]
4. Maximov A.L., Nekhaev A.I., Ramazanov D.N. Ethers and acetals, promising petrochemicals from renewable sources. Pet. Chem. 2015;55(1):1–21. https://doi.org/10.1134/S0965544115010107 [Original Russian Text: Maximov A.L., Nekhaev A.I., Ramazanov D.N. Ethers and acetals, promising petrochemicals from renewable sources. Neftekhimiya. 2015;55(1):3–24 (in Russ.). https://doi.org/10.7868/S0028242115010104]
5. Samoilov V., Goncharova A., Zarezin D., Kniazeva M., Ladesov A., Maximov A. Bio-based solvents and gasoline components from renewable 2,3-butanediol and 1,2-propanediol: synthesis and characterization. Molecules. 2020; 25(7):1723. https://doi.org/10.3390/molecules25071723
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