The solvent effect in ?-pinene oxide rearrangement

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F16%3A43902548" target="_blank" >RIV/60461373:22310/16:43902548 - isvavai.cz</a>
Result on the web
<a href="http://dx.doi.org/10.1007/s11144-016-0994-9" target="_blank" >http://dx.doi.org/10.1007/s11144-016-0994-9</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1007/s11144-016-0994-9" target="_blank" >10.1007/s11144-016-0994-9</a>

Result language
angličtina
Original language name
The solvent effect in ?-pinene oxide rearrangement
Original language description
Perillyl alcohol preparation by rearrangement of ?-pinene oxide was studied. Sn-MCM-41, USY and FeCl3 were used as catalysts. The solvent influence was tested using basic polar solvents - dioxane, acetonitrile, DMF, DMA, DMSO and N-methyl pyrrolidone. It was found that the solvent has significant influence on selectivity - Sn-MCM-41 was in previous works used for the ?-pinene oxide rearrangement for the preparation of myrtenal or myrtenol in acetonitrile or nitromethane as solvent. When DMSO was used the high yield of perillyl alcohol was obtained. The highest selectivity to perillyl alcohol (66 %) was obtained when Sn-MCM-41, was used as catalyst, under following conditions: 70 oC, 10 wt.% of catalyst, volume ratio ?-pinene oxide : solvent = 1:8. The selectivity may be slightly increased by decrease of ratio ?-pinene oxide : solvent in the case of Sn-MCM-41. Moreover Sn-MCM-41 may be reused at least four times without any loss of selectivity or activity.
Czech name
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Czech description
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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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Project
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Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Publication year
2016
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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