A method of cleaving arylethers

C - Chemistry – Metallurgy – 07 – C

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C07C 215/80 (2006.01) C07C 37/055 (2006.01) C07C 39/08 (2006.01) C07C 201/12 (2006.01) C07C 205/23 (2006.01) C07C 205/37 (2006.01) C07C 205/38 (2006.01) C07C 213/02 (2006.01)

Patent

CA 2178830

The present invention relates to a method of cleaving arylethers such as arylethers represented by formula (I), wherein R is hydrogen, C1-C6 alkyl, cycloalkyl, phenyl, substituted phenyl or CH=CH2; each A is independently NO2, hydroxy, halo, or methoxy; n is an integer from 0 to 5; and x is 1 or 2, comprising contacting the arylether with an amide hydrohalide salt under conditions sufficient to cleave the ether group(s) of the arylether and form a phenol or substituted phenol. The present invention also relates to a method of preparing 4,6-diaminoresorcinol, which is a monomer used for making polybenzoxazoles (PBO).

La présente invention concerne un procédé de clivage des aryléthers tels que ceux représentés par la formule (I). Dans cette formule, R représente hydrogène, C¿1?-C¿6? alkyle, cycloalkyle, phényle, phényle substitué ou CH=CH¿2?; chaque A représente indépendamment NO¿2?, hydroxy, halo ou méthoxy; n représente un entier compris entre 0 et 5 inclus; et x vaut 1 ou 2; le procédé consiste à mettre en contact l'aryléther avec un sel d'amide d'hydrohalogénure dans des conditions propices au clivage du ou des groupes éther de l'aryléther et à la formation d'un phénol ou d'un phénol substitué. La présente invention concerne également un procédé de préparation du 4,6-diaminorésorcinol qui est un monomère intervenant dans la préparation des polybenzoxazoles (PBO).

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