Process for the hydrocarboxylation of acetylenically unsaturated compounds
AssigneeShell Oil Company
InventorEit Drent
Life of this patent
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Abstract
The hydrocarboxylation of alkynes with CO and a carboxylic acid in the presence of a catalyst prepared by combining a compound of divalent palladium and tri-organic phosphine is carried out by using a ratio of mols phosphine per gramatoms of palladium of more than 15 and, preferably, in the presence of benzenephosphonic acid.
Claims20
In a process for the hydrocarboxylation of acetylenically unsaturated compounds of the formula RC.tbd.CR, wherein each R is individually selected from the group consisting of hydrogen and alkyl groups having from 1 to about 8 carbon atoms, which comprises reacting the acetylenically unsaturated compounds with carbon monoxide and a carboxylic acid in the liquid phase at a temperature in the range from 50.degree. C. to 200.degree. C. and in the presence of a catalyst system formed by combining a divalent palladium compound with a tri-organic phosphine, the improvement which comprises combining the said divalent palladium compound with the said tri-organic phosphine in a ratio of mols of tri-organic phosphine to gramatoms of divalent palladium which is at least about 25.
In a process for the hydrocarboxylation of an alkyne to produce a carboxylic anhydride, which comprises reacting an alkyne having up to 20 carbon atoms with carbon monoxide and a carboxylic acid in the liquid phase at a temperature in the range from 50.degree. C. to 200.degree. C. and at a pressure in the range from 1 to 100 bar and in the presence of a catalyst system formed by combining a divalent palladium compound with a tri-organic phosphine of the formula ##STR3## wherein R.sup.1 represents an aryl group, and R.sup.2 and R.sup.3 each represent an alkyl, cycloalkyl or aryl group, or R.sup.2 and R.sup.3 together represent an alkylene or phosphacycloalkylene group, the improvement which comprises combining the said divalent palladium compound with the said tri-organic phosphine in a ratio of mols of tri-organic phosphine to gramatoms of divalent palladium which is between about 25 and 500.
Dependencies are inferred from the claim text.