Process for preparing vinyl-substituted aromatic compounds from

Details Process for preparing vinyl-substituted aromatic compounds from Process for preparing vinyl-substituted aromatic compounds from

1994-04-04

1995-12-12

Achutamurthy, P.

Chemistry of hydrocarbon compounds

Aromatic compound synthesis

Having alkenyl moiety, e.g., styrene, etc.

585435, 585452, 585454, 585469, C07C 100, C07C 266, C07C 1546

Patent

active

054751764

ABSTRACT:
The present invention relates to a process for preparing vinyl-substituted aromatic compounds of the formula (I) Ar--CH.dbd.CH.sub.2, where Ar is a phenyl group that may bear 1 to 5 substituents, naphthyl or anthryl or a naphthyl radical bearing 1 to 7 substituents or an anthryl radical bearing 1 to 8 substituents, or a mononuclear five-, six- or seven-membered heterocyclic aromatic group which contains an oxygen atom and/or one or two nitrogen atoms in the ring and may bear 1 to 5 substituents, wherein an arylamine of the formula (II) Ar--NH.sub.2, where Ar has the aforementioned meaning, is reacted in an organic acid with an organic nitrite of the formula (III) R--ONO, where R is an alkyl group having 1 to 18 carbon atoms, a phenyl radical which may bear 1 to 3 alkyl groups each having 1 to 4 carbon atoms, or is an alkylcarbonyl group having 2 to 5 carbon atoms, and ethylene in an organic solvent in the presence of a palladium(0) of palladium(II) compound at temperatures of 0.degree. to 35.degree. C.

REFERENCES:
patent: 4670579 (1987-06-01), Davidson
Kikukawa, K., et al, Chem. Lett.: 159-162 (1977).
Kikukawa, K., et al, Bull. Chem. Soc. Jpn. 52:2609-2610.
Akiyama, F., et al, J. Org. Chem 45:2359-2361 (1980).
Kikukawa, K., et al, J. Org. Chem. 46:4885-4888 (1981).
Kikukawa, K., Tetrahedron 37:31-36 (1981).

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