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Facile one-pot synthesis of anisaldehyde

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Chemistry of Natural Compounds Aims and scope

At room temperature, anisaldehyde (4-methoxybenzaldehyde) is synthesized based on the ozonolysis of anethole (1-methoxy-4-(1-propenyl)-benzene) in a novel and environmentally friendly system composed of water and ethyl acetate. In the presence of water, ozonolysis of anethole results in the direct formation of anisaldehyde, avoiding the isolation or decomposition of ozonide.

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References

  1. I. Kubo and I. Kinst-Hori, J. Agric. Food Chem., 46, 1268 (1998).

    Article  CAS  Google Scholar 

  2. T. Nitoda, M. D. Fan, and I. Kubo, J. Biosci., 62, 143 (2007).

    CAS  Google Scholar 

  3. J. Cai and Q. Nie, Flavor Fragrance Cosmetics, 2, 21 (2005).

    Google Scholar 

  4. J. C. Lin, L. Qiu, L. J. Zhang, K. K. Song, Y. Shi, and Q. Wang, Xiamen Daxue Xuebao (Ziran Kexue Ban), 46, 254 (2007).

  5. T. M. Jyothi, M. B. Talawar, and B. S. Rao, Catal. Lett., 64, 151 (2000).

    Article  CAS  Google Scholar 

  6. G. Falgayrac and A. Savall, J. Appl. Electrochem., 28, 1137 (1998).

    Article  CAS  Google Scholar 

  7. M. L. Wang and R. Venugopal, J. Chin. Inst. Chem. Eng., 39, 533 (2008).

    Article  CAS  Google Scholar 

  8. B. S. Michael and J. March, March's Advanced Organic Chemistry, Wiley, New York, 2006, 1181 pp.

  9. D. Arndt, Manganese Compounds as Oxidizing Agents in Organic Chemistry, Open Court Publ. Co., La Salle Illinois, 1981, 241 pp.

  10. B. M. Reddy, M. V. Kumar, and K. J. Ratnam, Res. Chem. Intermediat., 24, 919 (1998).

    Article  CAS  Google Scholar 

  11. T. Tzedakis and A. Savall, J. Appl. Electrochem., 27, 589 (1997).

    Article  CAS  Google Scholar 

  12. Y. Xiao, H. M. Huang, D. L. Yin, D. Guo, L. Q. Mao, and Z. H. Fu, Catal. Commun., 10, 29 (2008).

    Article  CAS  Google Scholar 

  13. E. M. Elgendya and S. A. Khayyat, Russ. J. Org. Chem., 44, 823 (2008).

    Article  Google Scholar 

  14. W. H. Bunnelle, Chem. Rev., 91, 335 (1991).

    Article  CAS  Google Scholar 

  15. O. S. Kukovinets, T. I. Zvereva, N. N. Kabalnova, V. G. Kasradze, E. V. Salimova, R. Khalitova, M. I. Abdullina, and L. V. Spirikhin, Mendeleev Commun., 19, 106 (2009).

    Article  CAS  Google Scholar 

  16. R. Criegee, Angew. Chem. Int. Ed., 14, 745 (1975).

    Article  Google Scholar 

  17. D. Cremer, R. Crehuet, and J. Anglada, J. Am. Chem. Soc., 23, 6127 (2001).

    Article  Google Scholar 

  18. R. L. Kuczkowski, Chem. Soc. Rev., 21, 79 (1992).

    Article  CAS  Google Scholar 

  19. C. Selcuki, V. Aviyente, and P. J. Aplincourt, Mol. Model., 6, 608 (2000).

    Article  CAS  Google Scholar 

  20. S. H. Alam, Y. C. Myeong, T. K. Keith, D. C. Amber, K. Debra, and E. P. Suzanne, J. Phys. Chem. A, 107, 6176 (2003).

    Article  Google Scholar 

  21. R. Gao, W. H. Li, D. Li, W. Wei, N. Guo, and P. Zhao, Food Sci., 29, 174 (2008).

    CAS  Google Scholar 

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Authors and Affiliations

  1. Department of Chemistry, Tangshan Normal University, 063000, Tangshan, P. R. China

    Jing Yu

  2. Laboratory of Cellulose and Lignocellulosics Chemistry, Guangzhou Institute of Chemistry, Chinese Academy of Sciences, 510650, Guangzhou, P. R. China

    Minmin Shen, Lianli Deng, Lu Gan & Chengyong Ha

  3. Graduate School of the Chinese Academy of Sciences, 100039, Beijing, P. R. China

    Lianli Deng & Lu Gan

Authors
  1. Jing Yu
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  2. Minmin Shen
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  3. Lianli Deng
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  4. Lu Gan
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  5. Chengyong Ha
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Corresponding author

Correspondence to Minmin Shen.

Additional information

Published in Khimiya Prirodnykh Soedinenii, No. 4, July–August, 2012, pp. 490–491.

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Yu, J., Shen, M., Deng, L. et al. Facile one-pot synthesis of anisaldehyde. Chem Nat Compd 48, 541–543 (2012). https://doi.org/10.1007/s10600-012-0304-3

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  • DOI: https://doi.org/10.1007/s10600-012-0304-3

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