Patent ID: 6096920
Filing Date: 2000-08-01
Classification: C07B,C07C,Y02P

Abstract:
A process which comprises:a) conducting a palladium-catalyzed arylation of an olefin with aryl halide and/or substituted aryl halide in a liquid medium formed from (i) one or more liquid polar organic solvent/diluents, and (ii) one or more secondary or tertiary amines that (1) boil(s) below the boiling temperature of said solvent/diluent if only one solvent/diluent is used or (2) that boil(s) below the boiling temperature of at least one, but not necessarily all, of said polar solvent/diluents used in forming said medium if more than one solvent/diluent is used, to form a reaction mixture comprising olefinically-substituted aromatic compound, amine-hydrohalide and one or more of said polar organic solvents;b) mixing (i) a concentrated aqueous solution of inorganic base that has a base strength that is greater than the base strength of said one or more secondary or tertiary amines, with (ii) at least a portion of said reaction mixture to convert amine-hydrohalide therein to free amine and inorganic halide, and to form (i) an aqueous phase containing dissolved inorganic halide, and (ii) an organic phase comprising olefinically-substituted aromatic compound, one or more of said polar organic solvents and free amine;c) separating said phases from each other;d) distilling off substantially all of the amine from said organic phase under low temperature and pressure conditions that suppress thermal oligomerization of the olefinically-substituted aromatic compound contained in the residual liquid phase, to thereby form a distilland composed predominately of olefinically-substituted aromatic compound and one or more of said polar organic solvents; ande) conducting a palladium-catalyzed carbonylation of at least a portion of said olefinically-substituted aromatic compound with carbon monoxide and water and/or alcohol in a liquid medium comprising at least a portion of said distilland.