Contribution elucidation of the mechanism of preparation of 2-isobutyl-4-methyl-tetrahydro-2H-pyran-4-ol
The result's identifiers
Result code in 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>
Result on the web
<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>
Alternative languages
Result language
angličtina
Original language name
Contribution elucidation of the mechanism of preparation of 2-isobutyl-4-methyl-tetrahydro-2H-pyran-4-ol
Original language description
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.
Czech name
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Czech description
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Classification
Type
J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)
CEP classification
CC - Organic chemistry
OECD FORD branch
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Result continuities
Project
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Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Others
Publication year
2016
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
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Volume of the periodical
42
Issue of the periodical within the volume
2
Country of publishing house
NL - THE KINGDOM OF THE NETHERLANDS
Number of pages
9
Pages from-to
725-733
UT code for WoS article
000371439000026
EID of the result in the Scopus database
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