Preparation of oxalate esters from carbon monoxide and an alkoxycycloalkene
AssigneeAtlantic Richfield Company
InventorLee R. Zehner
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Abstract
A process for the preparation of oxalate esters by the catalytic oxidative carbonylation of an alkoxycycloalkene with carbon monoxide, an alcohol and oxygen or an oxygen-containing gas in the presence of a metal salt catalyst and an amine base. In addition, a catalytic amount of particular metal oxidizing salts is employed along with a catalytic amount of an acid or an amine salt compound. Alternatively various counterions and ligands of the metal salt catalysts may be employed.
Claims26
A process for the preparation of oxalate esters which comprises reacting under substantially anhydrous conditions an alkoxycycloalkene having the formula ##STR5## wherein R is an alkyl, or aralkyl group, R' is hydrogen or a straight or branched chain alkyl group which may be the same or different on the cyclic ring and x is an integer of from 3 to 6, with carbon monoxide, a monohydric saturated aliphatic, alicyclic or aralkyl alcohol, which may contain other substituents which do not interfere with the reaction, and oxygen, at a pressure of between about 500 psig and 3000 psig and at a temperature in the range of about 50.degree. C. to 200.degree. C in the presence of an effective amount of a catalyst selected from the group consisting of palladium, platinum, rhodium, cadmium, cobalt, zinc and copper salt compounds or mixtures thereof, and a catalytic amount of
- a. an aliphatic, cycloaliphatic, aromatic or heterocyclic amine or ammonia,
- b. a copper (II) or iron (III) oxidant salt compound, and
- c. an ammonium or substituted ammonium salt compound, and recovering the desired oxalate ester.
Dependencies are inferred from the claim text.