Process for the preparation of alkenylbenzenecarboxylic acid derivatives and alkenylnaphthalenecarboxylic acid derivatives
AssigneeCiba-Geigy Corporation
InventorsHans-Ulrich Blaser, Dieter Reinehr, Alwyn Spencer
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Abstract
Compounds of the formula I ##STR1## in which p, m, Z, R, R' and Y are as defined in claim 1, can be obtained in a simple and economical manner by a novel process which comprises reacting a halide of the formula ##STR2## with the corresponding acrylic acid derivative, in the presence of a base and of certain palladium catalysts, such as palladium acetate. The compounds (I), and functional derivatives prepared therefrom, are useful for the preparation of photocrosslinkable polymers, which can in particular be employed as (so-called) photoresists.
Claims12
A process for the preparation of a compound of the formula I ##STR61## in which m is zero or 1, p is 1 or 2, Z is substituted or unsubstituted phenyl or naphthyl if p=1, and substituted or unsubstituted phenylene or naphthylene if p=2, R is hydrogen, C.sub.1-4 -alkyl, --CH.sub.2 COOR" or --CH.sub.2 CH.sub.2 CN and R' is hydrogen, or, if p=1 and m=zero, can also be C.sub.1-4 -alkyl, --CN or --COOR", but at least one of R and R' must by hydrogen, Y is --CN, --COOR", --CON(R").sub.2 or --COR" and the radicals R", independently of one another, are C.sub.1 -C.sub.12 -alkyl or phenyl, which comprises reacting a compound of the formula II ##STR62## in which Z, m and p are as defined for formula I and X is chlorine, bromine or iodine, with a compound of the formula III or if desired, where p=2, with a mixture of two different compounds of the formula III ##STR63## in which R, R' and Y are as defined for formula I, 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.
Dependencies are inferred from the claim text.