Contribution elucidation of the mechanism of preparation of 2-isobutyl-4-methyl-tetrahydro-2H-pyran-4-ol
Identifikátory výsledku
Kód výsledku v IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F16%3A43902546" target="_blank" >RIV/60461373:22310/16:43902546 - isvavai.cz</a>
Výsledek na webu
<a href="http://dx.doi.org/10.1007/s11164-015-2052-z" target="_blank" >http://dx.doi.org/10.1007/s11164-015-2052-z</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1007/s11164-015-2052-z" target="_blank" >10.1007/s11164-015-2052-z</a>
Alternativní jazyky
Jazyk výsledku
angličtina
Název v původním jazyce
Contribution elucidation of the mechanism of preparation of 2-isobutyl-4-methyl-tetrahydro-2H-pyran-4-ol
Popis výsledku v původním jazyce
The influence of the catalyst type (sulfuric acid, Amberlyst 15, p-toluenesulfonic acid and p-dodecylbenzenesulfonic acid) and the influence of the addition of water into the preparation of 2-isobutyl-4-methyl-tetrahydro-2H-pyran-4-ol by Prins cyclization were studied. It was discovered that without addition of water the amphiphilic character of the acid has the main influence and organic acids are not suitable for the preparation of the desired compound. After the addition of water the results obtained using p-toluenesulfonic acid (selectivity 67 %) were comparable with the results obtained using sulfuric acid and were better than the results obtained using Amberlyst 15 (selectivity 68 %), from the point of view of the ratio of desired product to dihydropyranes (3.5 and 2.3 respectively). A detailed study of the mechanism confirmed that the addition of water to the double bonds of dihydropyranes does not take place.
Název v anglickém jazyce
Contribution elucidation of the mechanism of preparation of 2-isobutyl-4-methyl-tetrahydro-2H-pyran-4-ol
Popis výsledku anglicky
The influence of the catalyst type (sulfuric acid, Amberlyst 15, p-toluenesulfonic acid and p-dodecylbenzenesulfonic acid) and the influence of the addition of water into the preparation of 2-isobutyl-4-methyl-tetrahydro-2H-pyran-4-ol by Prins cyclization were studied. It was discovered that without addition of water the amphiphilic character of the acid has the main influence and organic acids are not suitable for the preparation of the desired compound. After the addition of water the results obtained using p-toluenesulfonic acid (selectivity 67 %) were comparable with the results obtained using sulfuric acid and were better than the results obtained using Amberlyst 15 (selectivity 68 %), from the point of view of the ratio of desired product to dihydropyranes (3.5 and 2.3 respectively). A detailed study of the mechanism confirmed that the addition of water to the double bonds of dihydropyranes does not take place.
Klasifikace
Druh
J<sub>x</sub> - Nezařazeno - Článek v odborném periodiku (Jimp, Jsc a Jost)
CEP obor
CC - Organická chemie
OECD FORD obor
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Návaznosti výsledku
Projekt
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Návaznosti
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Ostatní
Rok uplatnění
2016
Kód důvěrnosti údajů
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Údaje specifické pro druh výsledku
Název periodika
Research on Chemical Intermediates
ISSN
0922-6168
e-ISSN
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Svazek periodika
42
Číslo periodika v rámci svazku
2
Stát vydavatele periodika
NL - Nizozemsko
Počet stran výsledku
9
Strana od-do
725-733
Kód UT WoS článku
000371439000026
EID výsledku v databázi Scopus
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