EP0097978A1
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EP
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A process for the co-production of carboxylic acids
Assignee: Shell Internationale Research Maatschappij BV
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Filing: 1983-05-25
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Granted: —
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Expires: 2003-05-25
Abstract
Abstract The invention relates to a process for the co-production of carboxylic acids of formula R 1 COOH and/or R 2 COOH and carboxylic acids of the formula R'CH 2 COOH and/or R 2 CH 2 COOH by reacting one or more compounds of the formula R 1 XR 2 in which X represents a moiety and in which R 1 , R 2 and R 3 represent similar or dissimilar hydrocarbon moieties which may be substituted with one or more inert substituents, with carbon monoxide and hydrogen in the presence of a rhodium catalyst and an iodide and/or bromide source, characterized in that the reaction is carried out under virtually anhydric conditions and in the presence - per mole of the compound R 1 XR 2 - of at least 2 moles of a carboxylic acid of the formula R 4 COOH, in which R 4 represents a hydrocarbon moiety which may be substituted with one or more inert substituents.
Inventors
- 👤 Eit Drent
Bibliographic Details
Application Number
—
Jurisdiction
EP
Data Source
google_patents
Last Synchronized
2026-10-31 16:17
CPC Classifications
C; C07; C07C; C07C51/00; C07C51/10; C07C51/12
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
158 words
A process for the co-production of carboxylic acids of formula R 1 COOH and/or R 2 OOOH and carboxylic acids of the formula R 1 CF 2 COOH and/or R 2 CH 2 COOH by reacting one or more cacpounds of the formula R 1 XR 2 in which X represents a moiety and in which R 1 , R 2 and R 3 represent similar or dissimilar hydrocarbon moieties which may be substituted with one or more inert substituents, with carbon monoxide and hydrogen in the presence of a rhodium catalyst and an iodide and/or bromide source, characterized in that the reaction is carried out under virtually anhydric conditions and in the presence - per mole of the compound R 1 XR 2 - of at least 2 moles of a carboxylic acid of the formula R 4 COOH, in which R 4 represents a hydrocarbon moiety which may be substituted with one or more inert substituents.
Claim 2
Dependent Claim
158 words
A process for the co-production of carboxylic acids of formula R 1 COOH and/or R 2 OOOH and carboxylic acids of the formula R 1 CF 2 COOH and/or R 2 CH 2 COOH by reacting one or more cacpounds of the formula R 1 XR 2 in which X represents a moiety and in which R 1 , R 2 and R 3 represent similar or dissimilar hydrocarbon moieties which may be substituted with one or more inert substituents, with carbon monoxide and hydrogen in the presence of a rhodium catalyst and an iodide and/or bromide source, characterized in that the reaction is carried out under virtually anhydric conditions and in the presence - per mole of the compound R 1 XR 2 - of at least 2 moles of a carboxylic acid of the formula R 4 COOH, in which R 4 represents a hydrocarbon moiety which may be substituted with one or more inert substituents.
Claim 3
Dependent Claim
30 words
A process as claimed in claim 1, characterized in that the 1234 hydrocarbon moieties R 1 , R 2 , R and R are unsubstituted and contain 1-20 carbon atans.
Claim 4
Dependent Claim
20 words
A process as claimed in claim 1 or 2, characterized in that the moieties R1 and R 2 are identical.
Claim 5
Dependent Claim
26 words
A process as claimed in claim 3, characterized in that the compound R 1 XR 2 is methyl acetate, dimethyl ether, ethylidene diacetate or acetic anhydride.
Claim 6
Dependent Claim
64 words
A process as claimed in claims 1-4, characterized in that when compound R 1 XR 2 is an ester, the carboxylic acid R 4 COOH corresponds with the acid-derived moiety of the ester and when in compound R 1 XR 2 the moiety X represents the moiety R 4 of carboxylic acid R 4 OOOH is identical with R 1 or R 2 .
Claim 7
Dependent Claim
30 words
A process as claimed in claims 1-5, characterized in that the molar ratio of carboxylic acid R 4 COOH to compound R 1 XR 2 lies between 2:1 and 20:1.
Claim 8
Dependent Claim
36 words
A process as claimed in claim 5, characterized in that the molar ratio of carboxylic acid R 4 COOH to compound R 1 XR 2 lies between 3:1 and 15:1, in particular between 4:1 and 15:1.
Claim 9
Dependent Claim
31 words
A process as claimed in claims 1-7, characterized in that the quantity of rhodium catalyst lies between 0.01 and 10 moles 1 2 per mole of compound R 1 XR 2
Claim 10
Dependent Claim
36 words
A process as claimed in claims 1-8, characterized in that per gram atom of rhodium 0.01-200 gram atom of iodine and/or bromium in elementary form or as iodide and/or bromide is present in the reaction mixture.
Claim 11
Dependent Claim
117 words
A process as claimed in claims 1-9, characterized in that the process is carried out in the presence of a compound having the formula YZR' R' ' R' ' ' , YZ(OR' ) (OR' ' ) (OR' ' ' ) or YZ [(O) a R'][(O) b R''][(O) c R'''] , in which Y is oxygen, sulphur or selenium, Z represents phosphorus antimony or arsenic and the moieties R', R" and R''' independent of one another, each represent a hydrogen atom or an alkyl, cycloalkyl, aryl or aralkyl group which may be substituted with an inert substituent, a, b and c each are 0 or 1, and a + b + c equals 1 or 2 as promoter.
Claim 12
Dependent Claim
25 words
A process as claimed in claim 10, characterized in that the quantity of promoter lies between 0.1 and 100 mole per gram atom of rhodium.
Claim 13
Dependent Claim
45 words
A process as claimed in claims 1-9, characterized in that the process is carried out in the presence of up to 100 equivalents per gram atan of rhodium, of an acid which, in an aqueous solution, at 20°C has a pKa of less than 3.5.
Claim 14
Dependent Claim
36 words
A process as claimed in claims 1-12, characterized in that the process is carried out at a temprature in the range between 50 and 300°C and a pressure in the range between 20 and 100 bar.
References Cited (Backward Citations)
US3665034A
Cited
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