Prins cyclisation of (–)-isopulegol with benzaldehyde over ZSM-5 based micro-mesoporous catalysts for production of pharmaceuticals

Ekaterina Kholkina, Päivi Mäki-Arvela, Chloe Lozachmeur, Roman Barakov, Nataliya Shcherban, Dmitry Murzin

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Several ZSM-5 derived micro-mesoporous catalysts were investigated in Prins cyclisation of (–)-isopulegol with benzaldehyde acting as a reactant and a solvent for production of heterocyclic oxygen containing 2H-chromene derivatives including the tetrahydropyran structure and exhibiting biological activity. The investigated catalysts were characterized by nitrogen adsorption, ammonia temperature programmed desorption, adsorption-desorption of pyridine and 2,6-di-tert-butylpyridine with Fourier transform infrared spectroscopic control. For the Prins reaction performed at 70 °C, the highest yield of the desired product, equal to 67% at complete conversion of (–)-isopulegol, was obtained over a micro-mesoporous catalyst containing an optimum amount of strong acid sites and mesopores, being 12 fold larger than the size of the desired product.
Original languageUndefined/Unknown
Pages (from-to)1713–1720
Number of pages8
JournalChinese Journal of Catalysis
Issue number11
Publication statusPublished - 2019
MoE publication typeA1 Journal article-refereed


  • Prins cyclisation
  • Tetrahydropyran
  • Micro-Mesoporous material

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