Acetylation of p-Aminophenol by Preyssler's anion [NaP5W30O110]14-, [NaP5 W29MoO110]14- with green condition at room temperature

Gharib, Ali; Scheeren, J.; Bamoharram, Fatemeh; Roshani, Mina; Jahangir, Manouchehr

doi:10.2478/v10026-009-0020-3

Abstract

Synthesis of acetaminophen at green condition and room temperature in the presence of the Preyssler type heteropolyacids has been investigated in order to contribute toward clean technology, which is the most important need of the society. All of the catalysts are recyclable and reusable.

References

Bamoharram, F. F., Heravi, M. M., Roshani, M., Jahangir, M. & Gharib, A. (2006). Preyssler catalyst, [NaP₅W₃₀O₁₁₀]^14-: A green, efficient and reusable catalyst for esterification of salicylic acid with aliphatic and benzylic alcohols. Applied Catalysis A: General. 302, 42-47.10.1016/j.apcata.2005.12.021
Search in Google Scholar
Kozhevnikov, I. V. (2007). Sustainable heterogeneous acid catalysis by heteropoly acids. Journal of Molecular Catalysis A: Chemical. 262, 86-92.10.1016/j.molcata.2006.08.072
Search in Google Scholar
Kozhevnikov, I. V. (1998). Catalysis by Heteropoly Acids and Multicomponent Polyoxometalates in Liquid-Phase Reactions. Chem. Rev. 98, 171-198.10.1021/cr960400y
Search in Google Scholar
Kozhevnikov, I. V. Catalysts for fine chemical synthesis. Vol. 2. Catalysis by polyoxometalates. Wiley & Sons, Chichester, England, 2002, pp. 216.
Search in Google Scholar
Heravi, M. M., Derikvand, F. & Bamoharram, F. F. (2005). A catalytic method for synthesis of Biginelli-type 3,4-dihydropyrimidin-2 (1H)-one using 12-tungstophosphoric acid. J. Molecular Catalysis A: chemical. 242, 173-175.10.1016/j.molcata.2005.08.009
Search in Google Scholar
Kozhevnikov, I. V. (2003). Friedel-Crafts acylation and related reactions catalysed by heteropoly acids. Applied Catalysis A: General. 256, 3-18.10.1016/S0926-860X(03)00406-X
Search in Google Scholar
Bamoharram, F. F., Heravi, M. M., Roshani, M., Jahangir, M. & Gharib, A. (2007). Effective direct esterification of butanol by eco-friendly Preyssler catalyst, [NaP₅W₃₀O₁₁₀]^14-. J. Mol. Catal. 271, 126-130.10.1016/j.molcata.2007.02.034
Search in Google Scholar
Heravi, M., Zadsirjan, V., Bakhtiari, K., Oskooie, H. A. & Bamoharram, F. F. (2007). Green and reusable heteropolyacid catalyzed oxidation of benzylic, allylic and aliphatic alcohols to carbonyl compounds. Catalysis Communications. 8, 315-318.10.1016/j.catcom.2006.05.044
Search in Google Scholar
Kozhevnikov, I. V. (2002). Heteropoly acids and related compounds as catalysts for fine chemical synthesis. Wiley & Sons, Chichester, England, 2002, pp. 216.
Search in Google Scholar
Heravi, M. M., Ranjbar, L., Derikvand, F. & Bamoharram, F. F. (2006). H₁₄[NaP₅W₃₀O₁₁₀] as a heterogeneous recyclable catalyst for the synthesis of 1,5-benzodiazepines in refluxing ethanol. Journal of Molecular Catalysis A: Chemical. 261, 156-159.
Search in Google Scholar
Alizadeh, M. H., Razavi, H., Bamoharram, F. F. & Hassanzadeh, M. H. (2003). Novel Catalytic Acetylation of Alcohols with Preyssler's Anion, [NaP₅W₃₀O₁₁₀]^14-. Kinet. Catal. 44, 574-579.
Search in Google Scholar
Moffat, J. B. (2001). Metal-Oxygen Clusters: The Surface and Catalytic Properties of Heteropoly Oxometalates, Kluwer/Plenum Press: New York.10.1007/b115623
Search in Google Scholar
Okuhara, T., Misono, M. & Misono, M. (1996). Advances in Catalysis.Catalytic Chemistry of Heteropoly compounds. 41, 113-152.
Search in Google Scholar
Alizadeh, M. H., Harmalker, S. P., Jeannin, Y., Martin-Frere, J. & Pope, M. T. (1985). A Heteropolyanion with fivefold molecular symmetry that contains a nonlabile encapsulated sodium ion. The structure and chemistry of [NaP₅W₃₀O₁₁₀]^14-. J. Am. Chem. Soc. 107, 2662.
Search in Google Scholar
Kozhevnikov, I. V. (1987). Advances in catalysis by heteropoly acids. Advances in catalysis by heteropoly acids. Russ. Chem. Rev. 56(9), 811-825.
Search in Google Scholar
Bamoharram, F. F., Heravi, M. M., Roshani, M., Gharib, A. & Jahangir M. (2006). A catalytic method for synthesis of γ-butyrolactone, ϵ-caprolactone and 2-cumaranone in the presence of Preyssler's anion, [NaP₅W₃₀O₁₁₀]^14-, as a green and reusable catalyst. J. Mol. Catal. 252, 90-95.10.1016/j.molcata.2006.01.067
Search in Google Scholar
Bassam El, A., Bregeault Jean-Marie, M. J. & Claudine, M. (1989). Oxidative cleavage of ketones by vanadium polyoxometalates and dioxygen. New J. Chem. 13, 173-175.
Search in Google Scholar
Hill, C. L. (1989) Catalytic Oxygenation of Unactivated C-H Bonds. Superior Oxo Transfer Catalysts and the Inorganic Porphyrin′. In Activation and Functionalization of Alkanes., ed., Wiley: New York, pp 243-279.
Search in Google Scholar
Romanelli, G., Autino, J. C., Baronetti, G. & Thomas, H. (2001). H. Efficient Deprotection of Phenol Methoxymethyl Ethers Using a Solid Acid Catalyst with Wells-Dawson Structure. Molecules. 6, 1006-1010.
Search in Google Scholar

Acetylation of p-Aminophenol by Preyssler's anion [NaP5W30O110]14-, [NaP5 W29MoO110]14- with green condition at room temperature

Abstract

Paradigm

My account