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

Kód výsledku v 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>

Výsledek na webu

<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>

Jazyk výsledku

angličtina

Název v původním jazyce

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

Popis výsledku v původním jazyce

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 %.

Název v anglickém jazyce

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

Popis výsledku anglicky

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 %.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

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OECD FORD obor

10401 - Organic chemistry

Projekt

Výsledek vznikl pri realizaci vícero projektů. Více informací v záložce Projekty.

Návaznosti

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

Rok uplatnění

2017

Kód důvěrnosti údajů

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

Název periodika

Research on Chemical Intermediates

ISSN

0922-6168

e-ISSN

—

Svazek periodika

43

Číslo periodika v rámci svazku

8

Stát vydavatele periodika

NL - Nizozemsko

Počet stran výsledku

16

Strana od-do

4943-4958

Kód UT WoS článku

000405729400042

EID výsledku v databázi Scopus

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