Process for preparing aromatic olefins

Details Process for preparing aromatic olefins Process for preparing aromatic olefins

1994-01-06

1994-11-01

Killos, Paul J.

Organic compounds -- part of the class 532-570 series

Organic compounds

Carboxylic acid esters

560 20, 560 51, 560 53, 560104, 560434, 560465, 560495, 564161, 564163, 564166, 564182, 558415, 558418, C07C 6976

Patent

active

053609247

ABSTRACT:
Process for preparing aromatic olefins of the formula (1) ##STR1## in which R.sup.1 -R.sup.3 are hydrogen, alkyl (C.sub.1 -C.sub.8) , alkoxy-(C.sub.1 -C.sub.5), phenyl, fluorine, chlorine, bromine, --OH, --NO.sub.2, --CN, --CHO, --COalkyl(C.sub.1 -C.sub.4) , --COphenyl, --COOalkyl (C.sub.1 -C.sub.4) , --OCOalkyl(C.sub.1 -C.sub.4), --NHCOalkyl(C.sub.1 -C.sub.4) , --CF.sub.3, --NH.sub.2, --NH--alkyl(C.sub.1 -C.sub.4) or --N(alkyl(C.sub.1 -C.sub.4)).sub.2 and R.sup.4 is hydrogen, alkyl(C.sub.1 -C.sub.8), phenyl, fluorine, chlorine, bromine, --OH, --NO.sub.2, --CN, --CHO or --OCOalkyl (C.sub.1 -C.sub.4) , and X is, inter alia, alkenyl(C.sub.2 -C.sub.12) or cycloalkenyl(C.sub.4 -C.sub.8) or the group ##STR2## in which R.sup.5 and R.sup.6 are, independently of one another, hydrogen or methyl, and Y is --phenyl, --CN, --COOH, --COOalkyl(C.sub.1 -C.sub.12), --COOphenyl, ##STR3## --CON (phenyl).sub.2, --COalkyl(C.sub.1 -C.sub.12), --COphenyl, --Oalkyl(C.sub.1 -C.sub.12) , --Ophenyl or the radical ##STR4## in which R.sup.1 -R.sup.4 are as defined above, by reacting an aryldiazonium salt of the formula (2) ##STR5## in which R.sup.1 -R.sup.4 are as defined and Z is the equivalent of an anion of an acid having a pK.sub.a of less than 7, with an olefin of the formula (3)

REFERENCES:
Kikukawa, K et al Chem. Lett 1977 p. 159.
Chem. Abst. 109, 92408 1988.
Bulletin of the Chemical Society of Japan, Band 52, Nr. 9, 1979 pp. 2609-2610.
Tetrahedron, Band 37, 1981, pp. 31-36.
Chemistry Letters, Nr. 1, 1977, pp. 159-162.

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