GREEN CATALYTIC SYNTHESIS OF PHENPROCOUMON

Authors

  • Natalia CANDU Department of Organic Chemistry, Biochemistry and Catalysis, Faculty of Chemistry, University of Bucharest, Romania. Email: natalia.candu@chimie.unibuc.ro. https://orcid.org/0000-0003-1012-5141
  • Andras TOMPOS Research Centre for Natural Sciences, Institute of Materials and Environmental Chemistry, Hungarian Academy of Sciences, Budapest, Hungary. Email: tompos.andras@ttk.hu. https://orcid.org/0000-0003-3443-9954
  • Emília TÁLAS Research Centre for Natural Sciences, Institute of Materials and Environmental Chemistry, Hungarian Academy of Sciences, Budapest, Hungary. Email: talas.emilia@ttk.mta.hu. https://orcid.org/0000-0002-9401-2584
  • Mădălina TUDORACHE Department of Organic Chemistry, Biochemistry and Catalysis, Faculty of Chemistry, University of Bucharest, Romania. Email: madalina.sandulescu@g.unibuc.ro. https://orcid.org/0000-0003-1380-5214
  • Simona Margareta COMAN Department of Organic Chemistry, Biochemistry and Catalysis, Faculty of Chemistry, University of Bucharest, Romania. Email: simona.coman@chimie.unibuc.ro. https://orcid.org/0000-0001-7753-4068

DOI:

https://doi.org/10.24193/subbchem.2019.3.04

Keywords:

triflic acid; activated carbon, Friedel-Crafts alkylation, 4-hydroxycoumarin; phenprocoumon

Abstract

The catalytic potential of triflate-based activated carbon composites has been investigated in phenprocoumon (C3-alkylated compound) synthesis, through the alkylation of 4-hydroxycoumarin with phenyl-ethyl-carbinol. The main reaction products are O- and C3-alkylated compounds. However, O-alkylated product is more easily produced to the detriment of the C3-alkylated compound, the selective synthesis of the last being a challenge in these conditions. Both the conversion of 4-hydroxycoumarin and the selectivity to C3-alkylated compound is highly influenced by the physico-chemical characteristics of the catalysts and the reaction conditions. The highest 4-hydroxycoumarin conversions (16.0-30.0%) and selectivity to phenprocoumon (94.0-99.7%) were achieved with triflate-based activated carbon composites, characterized by the existence of strong Brønsted acid sites, optimal Lewis/Brønsted acid ratio, and bimodal micro-/mesoporosity.

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STUDIA UBB CHEMIA, Volume 64 (LXIV), No. 3, September 2019

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Published

2019-09-30

How to Cite

CANDU, N. ., TOMPOS, A. ., TÁLAS, E. ., TUDORACHE, M. ., & COMAN, S. M. . (2019). GREEN CATALYTIC SYNTHESIS OF PHENPROCOUMON. Studia Universitatis Babeș-Bolyai Chemia, 64(3), 47–58. https://doi.org/10.24193/subbchem.2019.3.04

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Volume 64, No. 3, 2019

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