Process for preparing olefins

Details Process for preparing olefins Process for preparing olefins

C - Chemistry, Metallurgy

07

C

C07C 57/58 (2006.01) C07B 37/04 (2006.01) C07C 2/86 (2006.01) C07C 15/46 (2006.01) C07C 17/266 (2006.01) C07C 25/24 (2006.01) C07C 41/30 (2006.01) C07C 43/215 (2006.01) C07C 43/285 (2006.01) C07C 45/68 (2006.01) C07C 45/69 (2006.01) C07C 49/796 (2006.01) C07C 51/14 (2006.01) C07C 51/145 (2006.01) C07C 57/30 (2006.01) C07C 59/64 (2006.01) C07C 59/84 (2006.01) C07C 67/38 (2006.01) C07C 69/612 (2006.01) C07C 69/65 (2006.01) C07C 227/02 (2006.01) C07C 229/42 (2006.01) C07D 207/20 (2006.01) C07D 209/46 (2006.01)

Patent

CA 2211719

4-Isobutylstyrene and other olefinic compounds corresponding to the formula C(R3)(R4)=C(R2)A are prepared by reacting an organic compound having the formula AX with a vinyl or substituted vinyl compound having the formula C(R3)(R4)=C(R2)H in the presence of a catalyst comprising (a) palladium or a palladium salt and (b) a ligand corresponding to formula (I) in which formulae A is aryl, substituted aryl, heteroaryl, substituted heteroaryl, benzyl, substituted benzyl, vinyl, or substituted vinyl; R2, R3, and R4 are independently selected from hydrogen, alkyl, cycloalkyl, alkyl-substituted cycloalkyl, aryl, substitued aryl, alkoxy, alkylthio, heteroaryl, substituted heteroaryl, alkanoyl, aroyl, substituted aroyl, heteroarylcarbonyl, substituted heteroarycarbonyl, trifluoromethyl, and halo; X is chloro, bromo, iodo, or diazonium; Ar is phenyl, substituted phenyl, naphthyl, or substituted naphthyl; R' and R" are independently selected from hydrogen, alkyl, aryl, or substituted aryl; and n is an interger of 3-6. The olefinic compounds prepared by the reaction may be carbonylated to the corresponding carboxylic compounds.

On prépare du 4-isobutylstyrène et d'autres composés oléfiniques de formule C(R¿3?)(R¿4?)=C(R¿2?)A en faisant réagir un composé organique de formule AX avec un composé vinylique substitué ou non de formule C(R¿3?)(R¿4?)=C(R¿2?)H en présence d'un catalyseur comprenant; (a) du palladium ou un sel de palladium; et (b) un liant de formule (I) dans laquelle: A est aryle, aryle substitué, hétéroaryle, hétéroaryle substitué, benzyle, benzyle substitué, vinyle, ou vinyle substitué; R¿2?, R¿3? et R¿4? sont choisis indépendamment parmi hydrogène, alkyle, cycloalkyle, cycloalkyle substitué par un alkyle, aryle, aryle substitué, alkoxy, alkylthio, hétéroaryle, hétéroaryle substitué, alcanoyle, aroyle, aroyle substitué, hétéroarylcarbonyle, hétéroarylcarbonyle substitué, trifluorométhyle et halo; X est chloro, bromo, iodo, ou diazonium; Ar est phényle, phényle substitué, naphtyle ou naphtyle substitué; R' et R'' sont choisis indépendamment parmi hydrogène, alkyle, aryle ou aryle substitué; et n est un entier de 3 à 6. Les composés oléfiniques ainsi préparés peuvent être carbonylés pour donner les composés carboxyliques correspondants.

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