Carbonylation of monoolefins

Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acid esters

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560130, 560146, 560180, 560187, 560192, 560198, 560204, 560226, 560228, 560233, C07C 6738

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active

045216142

ABSTRACT:
Esters, e.g., alkyl adipates, are facilely prepared by carbonylation among an alcohol, carbon monoxide and a monoolefin, e.g., an alkyl pentenoate, in the presence of a catalytically effective amount of cobalt and a tertiary nitrogen base, and optionally hydrogen, said reaction being carried out in an aromatic hydrocarbon reaction medium bearing from 1 to 3 nuclear substituents, and said substituents comprising cyano or a radical of the formula R--Y-- having up to 20 carbon atoms, wherein Y is a direct valence bond, an oxygen atom, a sulfur atom, a carbonyl group or a carbonyloxy group (--CO--O--), with R being bonded to the oxygen of the group --CO--O--, and R is alkyl, aralkyl or or aryl, or a cyano substituted such R--Y-- radical, or a radical R--Y-- which includes one of the divalent bridges --O--, --CO-- or --CO--O-- along its skeletal carbon chain, with the proviso that at least one of said substituents is either cyano or a radical R--Y-- wherein Y is other than a direct valence bond.

REFERENCES:
patent: 3507891 (1970-04-01), Hearne et al.
patent: 3778466 (1973-12-01), Matsuda
patent: 3856832 (1974-12-01), Ethyl
patent: 4171451 (1979-10-01), Kummer et al.
patent: 4212989 (1980-07-01), Isshiki et al.

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