Synthesis of Florol via Prins cyclization over heterogeneous catalysts

Basile Lasne, Päivi Mäki-Arvela, Atte Aho, Zuzana Vajglova, Kari Eränen, Narendra Kumar, Julián E. Sánchez-Velandia, Markus Peurla, Cecilia Mondelli, Javier Pérez-Ramírez, Dmitry Yu Murzin*

*Tämän työn vastaava kirjoittaja

Tutkimustuotos: LehtiartikkeliArtikkeliTieteellinenvertaisarvioitu

Abstrakti

In this work, several heterogeneous micro- and mesoporous, acidic catalysts were tested for the selective synthesis of Florol®, an industrial product formed via condensation and rehydration starting from isoprenol and isovaleraldehyde in dimethylcarbonate as a solvent. The results showed that a mildly acidic, microporous H-Beta-300 with SiO2/Al2O3 ratio of 300 was the best catalyst, giving 72% selectivity with 99% conversion at 40 °C when using the molar ratio isoprenol to isovaleraldehyde of 1:5. More acidic zeolites gave slightly lower selectivity, while the lowest selectivity (up to 52%) was obtained with mesoporous catalysts exhibiting mild acidity and no strong Brønsted acid sites. Selectivity to pyranols was nearly constant when changing temperature, while a larger excess of isovaleraldehyde promoted formation of tetrahydropyranol. H-Beta-300 catalyst was successfully after calcination at 400 °C. DFT calculations pointed out on the parallel formation of tetrahydro pyranols and dihydropyrans, which are the corresponding dehydration products.

AlkuperäiskieliEnglanti
Sivut288-302
Sivumäärä15
JulkaisuJournal of Catalysis
Vuosikerta405
Varhainen verkossa julkaisun päivämääräjouluk. 2021
DOI - pysyväislinkit
TilaJulkaistu - tammik. 2022
OKM-julkaisutyyppiA1 Julkaistu artikkeli, soviteltu

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