Process for dimerization, arylation and trifluoromethylation of aromatic and heterocyclic compounds
AssigneeStandard Oil Company (Indiana)
InventorEllis K. Fields
Life of this patent
Estimating the term…
Loading patent…
AssigneeStandard Oil Company (Indiana)
InventorEllis K. Fields
Estimating the term…
A decarboxylation process for coupling aromatic compounds wherein cyclic hydrocarbons and heterocyclic compounds having at least one labile ring hydrogen are reacted with the mono silver salts of aromatic carboxylic acids, or mono silver salts of unsaturated compounds such as .alpha.,.beta.-ethylenically unsaturated acid compounds, or silver trifluoroacetate, or the mono silver salts are reacted with themselves, by heating to temperatures of 100.degree. to 500.degree. C. at pressures of 0.1 to 10 atmospheres, or by irradiating the reactants with ultraviolet light of 200 to 400 nanometers at temperatures of -30.degree. to 150.degree. C. The resulting dimers, trimers, polysubstituted polyphenyls, polyheterocyclics and trifluoromethylated aromatics are useful as heat transfer media, as intermediates for high molecular weight polymers, pesticides and petroleum additives, and as scintillation counters.
A process for coupling compounds which comprises the steps of (1) reacting a monosilver salt compound having only one silver salt group per molecule selected from the group consisting of unsaturated, aliphatic carboxylic acids having 1 to 3 carbon-to-carbon double bonds and 3 to 26 carbon atoms, aromatic carboxylic acids, the aromatic groups of said aromatic carboxylic acids selected from the group consisting of phenyl, biphenyl, naphthyl, phenanthryl and anthranyl groups, and heterocyclic acids, the heterocyclic groups of said heterocyclic carboxylic acids being selected from the group consisting of thienyl, pyridyl, benzothienyl, thienobenzenyl, quinolyl, isoquinolyl, dibenzothienyl and phenanthridyl groups and mixtures thereof at a temperature within the range from about 100.degree. to 500.degree. C., (2) extracting the cooled mixture of silver and product with a solvent to recover the product by distillation or, alternatively, collecting the volatile products from the reactor in a cooled receiver and (3) recovering the silver metal.
Dependencies are inferred from the claim text.