Efficient Deprotection of Phenol Methoxymethyl Ethers Using a Solid Acid Catalyst with Wells-Dawson Structure.docVIP
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Efficient Deprotection of Phenol Methoxymethyl Ethers Using a Solid Acid Catalyst with Wells-Dawson Structure
Molecules 2001, 6, 1006-1011
molecules
ISSN 1420-3049
Efficient Deprotection of Phenol Methoxymethyl Ethers Using a
Solid Acid Catalyst with Wells-Dawson Structure?
G. Romanelli1,2,*, J.C. Autino1, G. Baronetti 3 and H. Thomas2
1 Laboratorio de Estudio de Compuestos Orgánicos (LADECOR), Departamento de Química, Facultad de
Ciencias Exactas, Universidad Nacional de La Plata. Calles 47 y 115, (1900) La Plata, Argentina.
2 Centro de Investigación y Desarrollo en Procesos Catalíticos (CINDECA), Departamento de Química,
Facultad de Ciencias Exactas, Universidad Nacional de La Plata. Calle 47 No 257, (1900) La Plata,
Argentina.
3 Departamento de Ingeniería Química, Universidad de Buenos Aires. Pabellón de Industrias. (1428)
Ciudad Universitaria. Buenos Aires. Argentina.
? This paper was presented at the Fifth Electronic Conference on Synthetic Organic Chemistry (ECSOC-
5), September 1-30, 2001 (Paper A0038).
* Author to whom correspondence should be addressed; E-mail: gpr@.ar
Received: 27 October 2001 / Accepted: 2 November 2001 / Published: 30 November 2001
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.
Keywords: Protecting groups; methoxymethyl ethers; heteropolyacids; Well-Dawson
catalyst; phenols.
Molecules 2001, 6
1007
Introduction
Usually, the removal of methoxymethylene protective groups is carried out in liquid phase using
mainly sulphuric or hydrochloric acids as catalysts [1-3]. However, the problems associated with the
handling and disposal of the inorganic acids, and the environmental and potential hazards of the same
have raised interest in the development o
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