TY - JOUR
T1 - The solvent effect in β-pinene oxide rearrangement
AU - Vyskočilová, Eliška
AU - Malý, Marek
AU - Aho, Atte
AU - Krupka, Jiří
AU - Červený, Libor
N1 - tk.
WOS: The solvent effect in beta-pinene oxide rearrangement
PY - 2016
Y1 - 2016
N2 - Perillyl alcohol preparation by the rearrangement of β-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 the selectivity: Sn-MCM-41 was in previous works used for β-pinene oxide rearrangement for the preparation of myrtenal or myrtenol in acetonitrile or nitromethane as solvent. When DMSO was used, a high yield of perillyl alcohol was obtained. The highest selectivity to perillyl alcohol (66 %) was obtained when Sn-MCM-41 was used as a catalyst under the following conditions: 70 °C, 10 wt% of catalyst, volume ratio β-pinene oxide : solvent = 1:8. The selectivity may be slightly increased by decrease of ratio β-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.
AB - Perillyl alcohol preparation by the rearrangement of β-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 the selectivity: Sn-MCM-41 was in previous works used for β-pinene oxide rearrangement for the preparation of myrtenal or myrtenol in acetonitrile or nitromethane as solvent. When DMSO was used, a high yield of perillyl alcohol was obtained. The highest selectivity to perillyl alcohol (66 %) was obtained when Sn-MCM-41 was used as a catalyst under the following conditions: 70 °C, 10 wt% of catalyst, volume ratio β-pinene oxide : solvent = 1:8. The selectivity may be slightly increased by decrease of ratio β-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.
KW - engineering education
KW - engineering education
KW - engineering education
U2 - 10.1007/s11144-016-0994-9
DO - 10.1007/s11144-016-0994-9
M3 - Artikel
SN - 1878-5190
VL - 118
SP - 235
EP - 246
JO - Reaction Kinetics, Mechanisms and Catalysis
JF - Reaction Kinetics, Mechanisms and Catalysis
IS - 1
ER -