Journal of Materials Science

, Volume 44, Issue 24, pp 6741–6746 | Cite as

Gas-phase Beckmann rearrangement of cyclododecanone oxime on Al,B-MCM-41 mesoporous materials

  • Tomas David Conesa
  • Rafael Luque
  • Juan Manuel Campelo
  • Diego Luna
  • Jose Maria Marinas
  • Antonio Angel RomeroEmail author
Mesostructured Materials


Gas-phase Beckmann rearrangement of cyclododecanone oxime (Cdox) to ω-laurolactam is reported for the first time on Al,B-MCM-41 catalysts. The Cdox conversion was studied by using a temperature programmed reaction experiment in the 325–450 °C temperature range employing 0.15 M Cdox in toluene/acetone solution. The oxime conversion increased gradually with reaction temperature from ca. 90% at 325 °C to ca. 95% at 450 °C, whereas the yield of the desired product ω-laurolactam decreased. The optimal reaction temperature was 375 °C, which balanced the conversion of Cdox, selectivity to ω-laurolactam and catalyst lifetime. In parallel, liquid-phase experiments were carried out under conventional heating. Weak and medium strength acid sites, higher strong acid B/L ratios and adequate pore diameter of untreated Al,B-MCM-41 materials favored an optimal performance for the gas-phase Beckmann rearrangement of Cdox, clearly improving the conversion, selectivity to ω-laurolactam and catalyst lifetime in gas-phase with respect to the conventional liquid-phase reactions.


Oxime Chlorobenzene Aldol Reaction Beta75 Zeolite Beckmann Rearrangement 



This research was subsidized by Grants from the Dirección General de Investigación (Projects CTQ2007-65754/PPQ, CTQ2008-01330), Ministerio de Ciencia y Tecnología, FEDER funds, and from the Consejería de Innovación, Ciencia y Empresa (Junta de Andalucía, Project P07-FQM-2695).


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Copyright information

© Springer Science+Business Media, LLC 2009

Authors and Affiliations

  • Tomas David Conesa
    • 1
  • Rafael Luque
    • 1
  • Juan Manuel Campelo
    • 1
  • Diego Luna
    • 1
  • Jose Maria Marinas
    • 1
  • Antonio Angel Romero
    • 1
    Email author
  1. 1.Departamento de Química Orgánica, Facultad de CienciasUniversidad de CórdobaCórdobaSpain

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