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Research on Chemical Intermediates

, Volume 39, Issue 9, pp 4159–4165 | Cite as

Facile Michael-type addition of aromatic alcohols to N-(4-acetylphenyl)maleic imide

  • J. R. Patel
  • B. Z. DholakiyaEmail author
Article

Abstract

A one-pot, economical, and efficient synthesis of 1-(4-acetylphenyl)-3-aryloxypyrrolidine-2,5-diones has been accomplished in single steps and in satisfactory yields from 1-(4-acetylphenyl)-pyrrole-2,5-diones and aromatic alcohols. All the compounds were characterized by physical, spectroscopic, and elemental analysis.

Keywords

Oxa-Michael adduct N-(4-acetylphenyl)maleic imide Hot water 

Notes

Acknowledgments

The authors thank the S.V. National Institute of Technology, Surat, for the financial support, and the members of the analytical group of the Central Salt and Marine Chemicals Research Institute, Bhavnagar, and Oxygen Healthcare Private Ltd, Ahmedabad, Gujarat, India, for spectral measurements.

References

  1. 1.
    B.O. Kasimogullari, Z. Cesur, Molecules 9, 894 (2004)CrossRefGoogle Scholar
  2. 2.
    O. Guzel, N. Terzioglu, G. Çapan, A. Salman, ARKIVOC 12, 98 (2006)CrossRefGoogle Scholar
  3. 3.
    M.A. Badawy, A.M. Kadry, H. Abdel, A. Sayed, Y.A. Ibrahim, Sulfur Lett. 43 (1988)Google Scholar
  4. 4.
    D.S. Pastor, T.E. Hessel, A.P. Odorisio, D.J. Spivack, J. Heterocycl. Chem. 22, 1195 (1985)CrossRefGoogle Scholar
  5. 5.
    T.C. Wabnitz, J.-Q. Yu, J.B. Spencer, Synlett 7, 1070 (2003)Google Scholar
  6. 6.
    S. Cheng, D.D. Comer, Tetrahedron Lett. 43, 1179 (2002)CrossRefGoogle Scholar
  7. 7.
    M. Zahouily, Y. Abrouki, A. Rayadh, S. Sebti, H. Dhimane, M. David, Tetrahedron Lett. 44, 2463 (2003)CrossRefGoogle Scholar
  8. 8.
    Y.S. Beheshtia, M. Khorshidi, M.M. Heravi, B. Baghernejad, Eur. J. Chem. 1, 54 (2010)CrossRefGoogle Scholar
  9. 9.
    G.L. Khatik, R. Kumar, A.K. Chakraborti, Org. Lett. 8, 2433 (2006)CrossRefGoogle Scholar
  10. 10.
    W. Blokzij, M.J. Blandamer, J.B. Engberts, J. Am. Chem. Soc. 113, 4241 (1991)CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media Dordrecht 2012

Authors and Affiliations

  1. 1.Department of Applied ChemistryS.V. National Institute of TechnologyIchchanath, SuratIndia

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