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US3875224A Expired / Lapsed US ⏱️ 0.0 years remaining

Anhydrides to improve oxidative coupling reactions

Assignee: Individual
•
Filing: 1974-07-18
•
Granted: 1975-04-01
•
Expires: 1994-07-18
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Abstract

Abstract In oxidative coupling reactions wherein an alkanoic acid, having at least two carbon atoms and at least one hydrogen on the Alpha -carbon atom, is used as both a reactant and solvent and a manganic salt of an alkanoic acid as defined above is used as the oxidative coupling agent to couple the alkanoic acid to itself to form succinic acids to arenes or haloarenes to form Alpha arylalkanoic acids or, where the acid is acetic or propionic acid, to alkanes to form esters, it has been found that the inclusion of the anhydride of said acid in the reaction mixture improves the effectiveness of the coupling reaction thereby significantly decreasing the reaction time, and in certain reactions, also improving the yield.

Inventors

  • 👤 Herman L Finkbeiner
  • 👤 Jr John B Bush

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-03 16:52
CPC Classifications
C; C07; C07C; C07C57/00; C07C57/02; C07C57/13; C07C45/00; C07C45/51; C07C45/54; C07C51/00; C07C51/347; C07C51/353

Claims Analysis

Total Claims: 9
Claim 1
Independent Claim 91 words
THE PROCESS WHEREBY A C2-8 ALKANOIC ACID HAVING AT LEAST A HYDROGEN ON THE A-CARBON ATOM IS COUPLED THROUGH THE ACARBON ATOM TO ANOTHER ALKANOIC ACID AS DEFINED ABOVE TO PRODUCE THE CORRESPONDING SUCCINIC ACID USING A MANGANIC SALT OF THE ALKANOIC ACID AS AN OXIDATIVE COUPLING AGENT, SAID PROCESS BEING CARRIED OUT IN THE PRESENCE OF A SUFFICIENT AMOUNT OF THE ANHYDRIDE OF THE ALKANOIC ACID PRESENT AS THE REACTANT TO PROVIDE AN EXCESS OF OVER THE AMOUNT REQUIRED TO REACT WITH ANY WATER PRESENT IN THE INITIAL REACTION MIXTURE.
Claim 2
Dependent Claim 91 words
THE PROCESS WHEREBY A C2-8 ALKANOIC ACID HAVING AT LEAST A HYDROGEN ON THE A-CARBON ATOM IS COUPLED THROUGH THE ACARBON ATOM TO ANOTHER ALKANOIC ACID AS DEFINED ABOVE TO PRODUCE THE CORRESPONDING SUCCINIC ACID USING A MANGANIC SALT OF THE ALKANOIC ACID AS AN OXIDATIVE COUPLING AGENT, SAID PROCESS BEING CARRIED OUT IN THE PRESENCE OF A SUFFICIENT AMOUNT OF THE ANHYDRIDE OF THE ALKANOIC ACID PRESENT AS THE REACTANT TO PROVIDE AN EXCESS OF OVER THE AMOUNT REQUIRED TO REACT WITH ANY WATER PRESENT IN THE INITIAL REACTION MIXTURE.
Claim 3
Dependent Claim 11 words
The process of claim 1, wherein the anhydride is acetic anhydride.
Claim 4
Dependent Claim 11 words
The process of claim 1, wherein the anhydride is propionic anhydride.
Claim 5
Dependent Claim 11 words
The process of claim 1, wherein the anhydride is butyric anhydride.
Claim 6
Dependent Claim 36 words
The process of claim 1, wherein the manganic salt is the salt of a C2-4 alkanoic acid, the alkanoic acid is a C2-4 alkanoic acid and the anhydride is the anhydride of a C2-4 alkanoic acid.
Claim 7
Dependent Claim 24 words
The process of claim 1, wherein the manganic salt is manganic acetate, the alkanoic acid is acetic acid and the anhydride is acetic anhydride.
Claim 8
Dependent Claim 24 words
The process of claim 1, wherein the manganic salt is manganic propionate, the alkanoic acid is propionic acid and the anhydride is propionic anhydride.
Claim 9
Dependent Claim 24 words
The process of claim 1, wherein the manganic salt is manganic butyrate, the alkanoic acid is butyric acid and the anhydride is butyric anhydride.

References Cited (Backward Citations)

No citation records indexed.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1978-03-31 1978-09-30 1979-04-01 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1982-03-31 1982-09-30 1983-04-01 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1986-03-31 1986-09-30 1987-04-01 $7700.00 Window Closed / Lapsed

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