Skip to main content
Log in

An efficient heterogeneous procedure for the catalytic acetalization and ketalization at room temperature under solvent-free condition

  • Articles
  • Physical Chemistry
  • Published:
Chinese Science Bulletin

Abstract

A novel carbon-based strong acid catalyst, methylnaphthalenesulfonic acid — formaldehyde condensate, has been synthesized successfully. The catalytic activity for acetalization and ketalization at room temperature under solvent-free condition was investigated. The results showed that the novel catalyst was very efficient for the reaction. Also the novel heterogeneous catalyst owned the advantages of high activity, wide applicability, strikingly simple work-up procedure, non-pollution, stability and reusability, which made the catalyst hold great potential for the “green process”.

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.

Similar content being viewed by others

References

  1. Anastas P T, Kirchhoff M M. Origins, current status, and future challenges of green chemistry. Acc Chem Res, 2002, 35: 685–694

    Article  CAS  Google Scholar 

  2. DeSimone J M. Practical approaches to green solvents. Science, 2002, 297: 799–803

    Article  PubMed  CAS  Google Scholar 

  3. Harton B. Green chemistry puts down roots. Nature, 1999, 400(19): 797–799

    Article  Google Scholar 

  4. Anastas P T, Zimmermann J B. Design through the 12 principles of green engineering. Environ Sci Technol, 2003, 37: 94A–101A

    Article  PubMed  Google Scholar 

  5. Clark J H. Solid acids for green chemistry. Acc Chem Res, 2002, 35: 791–797

    Article  PubMed  CAS  Google Scholar 

  6. Misono M, Acad C R. Heterogeneous catalysis. Sci Ser Iic, 2000, 3: 471–475

    CAS  Google Scholar 

  7. Okuhara T. Water-tolerant solid acid catalysts. Chem Rev, 2002, 102(10): 3641–3666

    Article  PubMed  CAS  Google Scholar 

  8. Smith K, El-Hiti G A, Gamal A, et al. Acetylation of aromatic ethers using acetic anhydride over solid acid catalysts in a solvent-free system. Scope of the reaction for substituted ethers. Org Biomol Chem, 2003, 1: 1560–1564

    Article  PubMed  CAS  Google Scholar 

  9. Bauer K, Garbe D, Surburg H. Common Fragrances and Flavors Materials. 2nd ed. New York: VCH, 1990

    Google Scholar 

  10. Li D, Shi F, Peng J, et al. Application of functional ionic liquids possessing two adjacent acid sites for acetalization of aldehydes. J Org Chem, 2004, 69(10): 3582–3585

    Article  PubMed  CAS  Google Scholar 

  11. Wu H H, Yang F, Cui P, et al. An efficient procedure for protection of carbonyls in Bronsted acidic ionic liquid [Hmim]BF4. Tetrahedron Lett, 2004, 45(25): 4963–4965

    Article  CAS  Google Scholar 

  12. Greene T W, Wuts P G M. Protective Groups in Organic Synthesis. New York: John Wiley and Sons, 1999. 293

    Book  Google Scholar 

  13. Katritzky A R, Otto M C. Comprehensive Organic Functional Group Transformations, Vol. 4. Oxford: Pergamon Press, 1995. 176

    Google Scholar 

  14. Kocienski P J. Protecting Groups. New York: George Thieme Verlag, 1994. 156

    Google Scholar 

  15. Clode D M. Carbohydrate cyclic acetal formation and migration. Chem Rev, 1979, 79(6): 491–513

    Article  CAS  Google Scholar 

  16. Wadlinger R L, Kerr G T, Rosinski E. US Patent 3 308 069, 1967-03-07

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to JianGuo Yang.

Additional information

Supported by the National Key Project of Scientific and Technical Supporting Programs Funded by Ministry of Science and Technology of China (Grant No. 2006BAE03B06)

About this article

Cite this article

Gao, S., Liang, X., Cheng, W. et al. An efficient heterogeneous procedure for the catalytic acetalization and ketalization at room temperature under solvent-free condition. Chin. Sci. Bull. 53, 1484–1488 (2008). https://doi.org/10.1007/s11434-008-0109-8

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11434-008-0109-8

Keywords

Navigation