Process for the preparation of alkenylbenzene derivatives or alkenylnaphthalene derivatives
AssigneeCiba-Geigy Corporation
InventorsHans-Ulrich Blaser, Dieter Reinehr, Alwyn Spencer
Life of this patent
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Abstract
Compounds of the formula I ##STR1## in which Z, Z.sub.1, R, m and p are as defined in patent claim 1, can be obtained in a simple and economical manner by a novel process wherein a halide of the formula II ##STR2## is reacted with a substituted or unsubstituted vinylbenzene or vinylnaphthalene derivative in the presence of a base and of certain palladium catalysts, such as palladium acetate. The compounds (I) or functional derivatives preparable therefrom are useful, for example, for the preparation of known dyes or fluorescent brighteners, or can be used directly as fluorescent brighteners or as scintillators.
Claims13
A process for the preparation of a compound of the formula I ##STR33## in which, if p=1, Z is substituted or unsubstituted phenyl or naphthyl and, if p=2, Z is substituted or unsubstituted phenylene, naphthylene or p-biphenylene, Z.sub.1 is substituted or unsubstituted phenyl or naphthyl, R is hydrogen or C.sub.1-4 -alkyl, m is zero or 1 and p is 1 or 2, wherein a compound of the formula II ##STR34## in which Z, m and p are as defined under formula I and X is chlorine, bromine or iodine, is reacted, in the presence of a base and with the addition, as a catalyst, of palladium metal or of a palladium compound which under the reaction conditions forms a phosphorus-free labile palladium-(O) compound, with a compound of the formula III or, if p=2, alternatively with a mixture of two different compounds of the formula III ##STR35## in which R and Z.sub.1 are as defined under formula I.
4-Vinylcinnamonitrile.
Dependencies are inferred from the claim text.