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Preparation of 2-isobutyl-4-methyltetrahydro-2H-pyran-4-ol via Prins cyclization using Fe modified silica

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F17%3A43913221" target="_blank" >RIV/60461373:22310/17:43913221 - isvavai.cz</a>

  • Result on the web

    <a href="http://dx.doi.org/10.1007/s11164-017-2922-7" target="_blank" >http://dx.doi.org/10.1007/s11164-017-2922-7</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1007/s11164-017-2922-7" target="_blank" >10.1007/s11164-017-2922-7</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    Preparation of 2-isobutyl-4-methyltetrahydro-2H-pyran-4-ol via Prins cyclization using Fe modified silica

  • Original language description

    Prins cyclization of isoprenol and isovaleraldehyde producing 2-isobutyl-4-methyltetrahydro-2H-pyran-4-ol was chosen as a model reaction in the iron modified silica catalysts testing. Two sources of iron were chosen ? iron nitrate and iron chloride. Catalyst were prepared by different procedures and characterized by available methods (XRD, UV/Vis, TPD of pyridine, TGA and XRF). In both types interaction between oxygen atoms of silica and iron atoms of modifier was confirmed. Iron nitrate modified catalyst possessed by very low acidity enabling only formation of hemiacetal of isoprenol and isovaleraldehyde or diacetal. Iron chloride modification was performed either by wet impregnation or by impregnation under solvent free conditions. Both types of such prepared catalysts were active in Prins cyclization producing desired substituted tetrahydropyranol. Positive influence of water on selectivity to desired compound was confirmed. Siral type alumosilicates used as support influenced selectivity negatively. Silica modified by iron chloride may be used as an alternative catalyst in the preparation of substituted tetrahydropyranols; achieved selectivity was up to 70 %.

  • Czech name

  • Czech description

Classification

  • Type

    J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database

  • CEP classification

  • OECD FORD branch

    10401 - Organic chemistry

Result continuities

  • Project

    Result was created during the realization of more than one project. More information in the Projects tab.

  • Continuities

    P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Others

  • Publication year

    2017

  • Confidentiality

    S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Data specific for result type

  • Name of the periodical

    Research on Chemical Intermediates

  • ISSN

    0922-6168

  • e-ISSN

  • Volume of the periodical

    43

  • Issue of the periodical within the volume

    8

  • Country of publishing house

    NL - THE KINGDOM OF THE NETHERLANDS

  • Number of pages

    16

  • Pages from-to

    4943-4958

  • UT code for WoS article

    000405729400042

  • EID of the result in the Scopus database