Preparation of .beta.-alkoxy esters from olefins

Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal

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2604109R, 260468M, 260469, 260473A, 260476R, 260479R, C07C 954

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active

039870898

ABSTRACT:
This invention discloses an improved process for the manufacture of .alpha.,.beta.-unsaturated carboxylic acid esters from a .beta.-alkoxycarboxylic acid ester prepared by contacting an olefin having 2 to about 15 carbon atoms with an alcohol and carbon monoxide, where this alkoxycarbonylation reaction is performed with mutually independent improvements which include (A) reacting the compounds in the presence of a catalyst having as the major catalytic agent a salt of a platinum group metal and as a co-catalyst a salt of a metal selected from the group consisting of mercury (II) and tin (II), with a reoxidizing agent which is a salt of a multivalent metal having an oxidation potential more positive than the platinum group metal salt, (B) performing the reaction in an improved solvent system comprising the monohydric alcohol, the .beta.-alkoxycarboxylic acid ester and a solvent having a boiling point higher than that of the .beta.-alkoxycarboxylic acid ester, (C) reoxidizing the catalyst prior to isolation of the .beta.-alkoxycarboxylic acid ester from the reaction medium, and (D) cracking the .beta.-alkoxycarboxylic acid ester to the corresponding .alpha.,.beta.-unsaturated carboxylic acid ester.

REFERENCES:
patent: 2876254 (1959-03-01), Jenner et al.
patent: 3661948 (1972-05-01), Schell
patent: 3681415 (1972-08-01), Schell
patent: 3700706 (1972-10-01), Butter
J. Falbe, Carbon Monoxide in Organic Synthesis, 1967, pp. 99-105.

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