Patent ID: 6080888
Filing Date: 2000-06-27
Classification: C07B,C07C

Abstract:
A process for preparing an olefinic compound of the formula ##STR6## where Ar is aryl, substituted aryl, heteroaryl, substituted heteroaryl, benzyl, or substituted benzyl, and R.sup.1, R.sup.2, and R.sup.3 are the same or different and are selected from hydrogen atoms, hydrocarbyl groups, functionally-substituted hydrocarbyl groups, and halogen atoms, which process comprises reacting at least one organic halide of the formula Ar--X, where Ar is as previously defined and X is a halogen atom of atomic number greater than 9, a diazonium group or a triflate group; with at least one olefinic compound of the formula ##STR7## where R.sup.1, R.sup.2, and R.sup.3 are as previously defined; in the presence of(A) a polar liquid reaction medium formed from (i) at least one liquid organic solvent/diluent, and (ii) a hydrogen halide acceptor consisting of at least one liquid secondary or tertiary amine;(B) a catalytically effective amount of a catalyst system formed from (i) palladium or Pd(0) compound, and/or at least one salt of palladium in which the palladium has a valence of 1 or 2, and (ii) a tertiary phosphine ligand of the formulaR.sup.4 R.sup.5 R.sup.6 Pwhere R.sup.4, R.sup.5, and R.sup.6 are the same or different and are selected from alkyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, aralkyl, substituted aralkyl, cycloalkyl, and substituted cycloalkyl, at least one of R.sup.4, R.sup.5, and R.sup.6 being aryl; and(C) an amount of water that accelerates the reaction, said amount of water being less than 5 percent of the total weight of the water plus said polar liquid reaction medium;such that olefinic compound described above is formed without use of inorganic hydrogen halide acceptor.