Method for preparing bromomethyl-biphenyl derivatives

C - Chemistry – Metallurgy – 07 – C

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C07C 253/30 (2006.01) C07C 255/50 (2006.01)

Patent

CA 2310324

The invention concerns a method for preparing 4'--bromomethyl-biphenyl derivatives of general formula (I) (see formula I) in which R is .cndot. a cyano group .cndot. a group: -CO2R1 or -CONR2R3 in which R1, R2 and R3, which may be identical or different, represent hydrogen or a linear or branched C1-C6 alkyl group which can be optionally substituted with a halogen atom, a hydroxyl, amino, C1-C4 alkoxy group or with 1 to 3 phenyl groups optionally substituted with 1 to 3 groups chosen from halogen atoms and hydroxyl, nitro, C1-C4 alkyl and C1-C4 alkoxy groups, .cndot. a tetrazolyl group of general formula: (see formula III) in which R4, in position 1 or preferably in position 2 of the tetrazolyl group, represents hydrogen or a protecting group, by reacting in a biphasic medium and under the effect of light irradiation, a bromination agent selected among bromine, N-bromoacetamide, N-bromophthalimide, N-bromomaleimide, N-bromosulphonamide, N-bromosuccinimide, 1,3-dibromo-5, 5-dimethylhydantoin and an alkaline metal bromhydric/bromate acid system with a biphenyl derivative of general formula (II) (see formula II) in which R has the same meaning as above, thereby obtaining the desired compound.

La présente invention concerne un procédé de préparation de dérivés de 4'-bromométhyl-biphényle de formule générale (I) dans laquelle R est tel que défini à la revendication 1, caractérisé en ce que l'on fait réagir dans un milieu biphasique et sous l'effet d'une photoirradiation, un agent de bromation choisi parmi le brome, le N-bromoacétamide, le N-bromophtalimide, le N-bromomaléimide, un N-bromosulfonamide, le N-bromosuccinimide, la 1,3-dibromo-5,5-diméthylhydantoïne et un système acide bromhydrique/bromate de métal alcalin avec un dérivé de biphényle de formule générale (II) dans laquelle R a la même signification que précédemment, ce qui fournit le composé désiré.

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