Prins cyclization in 4-methyl-2-phenyl-tetrahydro-2H-pyran-4-ol preparation using smectite clay as catalyst
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388955%3A_____%2F18%3A00506548" target="_blank" >RIV/61388955:_____/18:00506548 - isvavai.cz</a>
Result on the web
<a href="http://hdl.handle.net/11104/0297780" target="_blank" >http://hdl.handle.net/11104/0297780</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1007/s11144-018-1371-7" target="_blank" >10.1007/s11144-018-1371-7</a>
Alternative languages
Result language
angličtina
Original language name
Prins cyclization in 4-methyl-2-phenyl-tetrahydro-2H-pyran-4-ol preparation using smectite clay as catalyst
Original language description
Prins cyclization of isoprenol with benzaldehyde as a model aldehyde was performed using montmorillonite K10 as an acid catalyst. Various reaction conditions were used including catalyst modification by mineral acids and calcination. Both treatments influenced the selectivity to substituted tetrahydropyranol negatively. Due to the increased specific surface of the catalyst the reaction rate increased. Both addition of water and methanol to the reaction mixture prevented dehydration but the selectivity to desired product remained the same. Chosen reaction conditions (70 A degrees C, ratio aldehyde:isoprenol 0.9:1, catalyst amount 110 wt%, solvent toluene) were used in Prins cyclization of other aldehydes with the similar results. Montmorillonite K10 may be used in preparation of substituted tetrahydropyranols with selectivity ranging from 59 to 69% (depending on aldehyde), which is comparable with or higher than heterogeneous catalysts used previously. This catalyst may be also used repeatedly with slight decrease in the reaction rate and no loss of selectivity.
Czech name
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Czech description
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Classification
Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
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OECD FORD branch
10403 - Physical chemistry
Result continuities
Project
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Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Others
Publication year
2018
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Reaction Kinetics Mechanism and Catalysis
ISSN
1878-5190
e-ISSN
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Volume of the periodical
124
Issue of the periodical within the volume
2
Country of publishing house
NL - THE KINGDOM OF THE NETHERLANDS
Number of pages
15
Pages from-to
711-725
UT code for WoS article
000438687600017
EID of the result in the Scopus database
2-s2.0-85042109857