Skip to main content
Log in

A general process for the cyclization of aminoalcohols to the corresponding amines over Cu–Cr–La/γ-Al2O3

  • Published:
Reaction Kinetics, Mechanisms and Catalysis Aims and scope Submit manuscript

Abstract

A general process for the cyclization of aminoalcohols to the corresponding amines over Cu–Cr–La/γ-Al2O3 is established in a continuous fixed-bed reactor. The catalyst was characterized by XRD, XPS and NH3-TPD. The doped Cr is found to improve the copper particle dispersion. The addition of La neutralized the strong acid sites and decreased the amount of the acid sites, which facilitated the desorption of amino compounds on the surface of catalysts and inhibited the carbon deposition. Under the optimum conditions, the yields of pyrrolidine, piperidine and piperazine were 99.5, 99.5 and 98.6 %, in order, while the yields of hexahydro-1H-azepine and homopiperazine were 46.5 and 32.7 % due to the unstable seven-membered ring by the cyclization of the corresponding aminoalcohols over Cu–Cr–La/γ-Al2O3.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Fig. 1
Fig. 2
Fig. 3
Scheme 1
Fig. 4

Similar content being viewed by others

References

  1. Rudolf Z, Paul N, Gerhard F, Herbert D (1997) US Patent 5639886

  2. Baiker A, Kijeriski J (1985) Catal Rev Sci Eng 27:653–697

    Article  CAS  Google Scholar 

  3. Hammerschmidt W, Baiker A, Wokaun A, Fluhr W (1986) Appl Catal 20:305–312

    Article  CAS  Google Scholar 

  4. Kijeński J, Niedzielski PJ, Baiker A (1989) Appl Catal 53:107–115

    Article  Google Scholar 

  5. Poppelsdorf F, Myerly RC (1961) J Org Chem 26:131–134

    Article  CAS  Google Scholar 

  6. Bai GY, Li Y, Yan XL, He F, Chen LG (2004) React Kinet Catal Lett 82:33–39

    Article  CAS  Google Scholar 

  7. Bai GY, Chen LG, Li Y, Yan XL, He F, Xing P, Zeng T (2004) Appl Catal A 277:253–258

    Article  CAS  Google Scholar 

  8. Wang HF, Chen LG, Luan DZ, Li Y, Yan XL, Zhang YC, Xing JD (2006) Kinet Catal Lett 89:201–208

    Article  CAS  Google Scholar 

  9. Zhang YC, Bai GY, Yan XL, Li Y, Zeng T, Wang J, Wang HF, Xing JD, Luan DZ, Tang XY, Chen LG (2007) Catal Commun 8:1102–1106

    Article  CAS  Google Scholar 

  10. Wu ZW, Wang HB, Sun M, Du XB, Chen LG, Li Y (2012) Res Chem Intermed 38:1149–1157

    Article  CAS  Google Scholar 

  11. Yang F, Wu ZW, Ma JC, Wang HB, Li Y, Chen LG (2011) Catal Lett 141:1142–1148

    Article  CAS  Google Scholar 

  12. Venot A, Glacet C (1971) C. R. Acad Sci Ser C 273:1266–1269

    CAS  Google Scholar 

  13. Karpeiskaya EI, Kukushkin YN, Trofimov VA, Ratner ID, Shashkin DP (1974) Russ Chem Bull 23:307–312

    Article  Google Scholar 

  14. Yu CL, Ge QJ, Xu HY, Li WZ (2006) Appl Catal A 315:58–67

    Article  CAS  Google Scholar 

  15. Ma D, Zhang WP, Shu YY, Liu XM, Xu YD, Bao XH (2000) Catal Lett 66:155–160

    Article  CAS  Google Scholar 

  16. Ertl G, Knozinger H, Schuth F, Weitkamp J (1997) Handbook of heterogeneous catalysis, 2nd edn. Wiley–VCH, New York, pp 1170–1181

    Book  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Yang Li.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Wu, Z., Yang, F., Wang, H. et al. A general process for the cyclization of aminoalcohols to the corresponding amines over Cu–Cr–La/γ-Al2O3 . Reac Kinet Mech Cat 106, 485–493 (2012). https://doi.org/10.1007/s11144-012-0447-z

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11144-012-0447-z

Keywords

Navigation