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Abstract:

Deprotection of various phenols from their respective methoxymethyl ethers using an heteropolyacid catalyst was studied. The catalyst was the Wells-Dawson heteropolyacid, used both in bulk or supported on silica. Yields were high to quantitative after less than one hour reaction time and the catalyst was easily recoverable and reusable.

Registro:

Documento: Artículo
Título:Efficient deprotection of phenol methoxymethyl ethers using a solid acid catalyst with Wells-Dawson structure
Autor:Romanelli, G.; Autino, J.C.; Baronetti, G.; Thomas, H.
Filiación:Lab. de Estud. de Compuestos Org., Departamento de Química, Universidad Nacional de La Plata, Calles 47 y 115, (1900) La Plata, Argentina
Ctro. Invest./Desarrollo Proc. Cata., Departamento de Química, Universidad Nacional de La Plata, Calle 47 No 257, (1900) La Plata, Argentina
Departamento de Ingenieria Quimica, Universidad de Buenos Aires, (1428) Ciudad Universitaria, Buenos Aires, Argentina
Palabras clave:Heteropolyacids; Methoxymethyl ethers; Phenols; Protecting groups; Well-Dawson catalyst; acid; ester derivative; organic solvent; phenol derivative; silicon dioxide; catalysis; catalyst; chemical reaction kinetics; chemical structure; conference paper; deprotection reaction; quantitative analysis; reaction time; temperature dependence
Año:2001
Volumen:6
Número:12
Página de inicio:1006
Página de fin:1011
DOI: http://dx.doi.org/10.3390/61201006
Título revista:Molecules
Título revista abreviado:Molecules
ISSN:14203049
CODEN:MOLEF
CAS:silicon dioxide, 10279-57-9, 14464-46-1, 14808-60-7, 15468-32-3, 60676-86-0, 7631-86-9
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_14203049_v6_n12_p1006_Romanelli

Referencias:

  • Yardley, J.P., Fletcher III, H., (1976) Synthesis, p. 244
  • Wiesner, K., (1979) Pure Appl. Chem., 51, p. 689
  • Fieser, L.F., Fieser, M., (1967) Reagents for Organic Synthesis, 1, p. 132. , J. Wiley and Sons, Inc.: New York, NY
  • Jios, J.L., Autino, J.C., Pomilio, A.B., (1995) An. Asoc. Quim. Argent., 83, p. 183
  • Corral, R.A., Orazi, O.O., Autino, J.C., (1983) Tetrahedron Lett., p. 2359
  • Baronetti, G.T., Briand, L., Sedran, U., Thomas, H., (1998) Appl. Catal. A: General, 172, p. 265

Citas:

---------- APA ----------
Romanelli, G., Autino, J.C., Baronetti, G. & Thomas, H. (2001) . Efficient deprotection of phenol methoxymethyl ethers using a solid acid catalyst with Wells-Dawson structure. Molecules, 6(12), 1006-1011.
http://dx.doi.org/10.3390/61201006
---------- CHICAGO ----------
Romanelli, G., Autino, J.C., Baronetti, G., Thomas, H. "Efficient deprotection of phenol methoxymethyl ethers using a solid acid catalyst with Wells-Dawson structure" . Molecules 6, no. 12 (2001) : 1006-1011.
http://dx.doi.org/10.3390/61201006
---------- MLA ----------
Romanelli, G., Autino, J.C., Baronetti, G., Thomas, H. "Efficient deprotection of phenol methoxymethyl ethers using a solid acid catalyst with Wells-Dawson structure" . Molecules, vol. 6, no. 12, 2001, pp. 1006-1011.
http://dx.doi.org/10.3390/61201006
---------- VANCOUVER ----------
Romanelli, G., Autino, J.C., Baronetti, G., Thomas, H. Efficient deprotection of phenol methoxymethyl ethers using a solid acid catalyst with Wells-Dawson structure. Molecules. 2001;6(12):1006-1011.
http://dx.doi.org/10.3390/61201006