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Citation: XIAO Yi, HUANG Hong-Mei, MAO Li-Qiu, ZHOU Liang, XU Qiong, WANG Ji-Hui, YIN Du-Lin. One-step Conversion of α-Pinene to Campholenic Aldehyde via VO(acac)₂-catalyzed Oxidation[J]. Chinese Journal of Applied Chemistry, ;2010, 27(11): 1272-1275. doi: 10.3724/SP.J.1095.2010.00098 shu

One-step Conversion of α-Pinene to Campholenic Aldehyde via VO(acac)₂-catalyzed Oxidation

XIAO Yi ^a,b, ,
HUANG Hong-Mei ^a ,
MAO Li-Qiu ^a,b ,
ZHOU Liang ^b ,
XU Qiong ^a,b ,
WANG Ji-Hui ^b ,
YIN Du-Lin ^a,b

a. Key Laboratory of Chemical Biology and Traditional Chinese Medicine Research, Ministry of Education, Changsha 410081;
b. Institute of Fine Catalysis and Synthesis, Hunan Normal University, Changsha 410081

Received Date: 5 February 2010
Revised Date: 29 April 2010

Conversion of α-pinene to campholenic aldehyde was directly carried out with aqueous hydrogen peroxide as oxidant catalyzed by VO(acac)₂.The effects of reaction conditions such as solvents,temperature,dosage of catalyst and time on this reaction were investigated.The results showed that high valent V⁵⁺ obtained from VO(acac)₂ and H₂O₂ is a good redox-Lewis acid bi-functional catalyst for the transformation of α-pinene to campholenic aldehyde via oxidation and isomerization of 2,3-epoxy pinane intermediate.Under optimal reaction conditions of n(H₂O₂):n(α-pinene):n(VO(acac)₂)=2.5:1:0.01,reaction temperature 20℃,using acetone as solvent,58.7% selectivity of campholenic aldehyde was achieved at 50.2% conversion of α-pinene after 2 h reaction.Reacting for 6 h under the conditions described above,conversion of α-pinene can reach up to 73.0% and selectivity of major products campholenic aldehyde and verbenone were 47.2% and 13.2%,respectively.
- VO(acac)₂,
- α-pinene,
- campholenic aldehyde,
- hydrogen peroxide,
- catalytic oxidation
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One-step Conversion of α-Pinene to Campholenic Aldehyde via VO(acac)2-catalyzed Oxidation

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One-step Conversion of α-Pinene to Campholenic Aldehyde via VO(acac)₂-catalyzed Oxidation