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Process for the preparation of {60 -ketocarboxylic acids

Assignee: Sucreries Du Soissonnais et Scuriere Cie
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Filing: 1972-03-02
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Granted: 1975-07-29
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Expires: 1992-03-02
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Abstract

Abstract A process for the preparation of Alpha -keto-carboxylic acids for the formula: R-CO-COOH in which R represents an aliphatic, aromatic, aralkyl, alicyclic or heterocyclic radical which may or may not be substituted which comprises treating a Alpha -hydroxy carboxamide of the formula: WHEREIN A represents a hydrogen atom or an aliphatic or aralkyl radical, A'' and A'''' each represent an aliphatic or aralkyl radical or form, together with the carbon atom to which they are bonded, a cycloalkane residue and R represents an aliphatic, aromatic, aralkylic, alicyclic or heterocyclic radical which may or may not be substituted with an oxidizing agent, and hydrolysing in acid medium the Alpha -ketocarboxamide so obtained of the formula: WHEREIN A, A'', A'''' and R have the same meaning as above; Alpha -ketocarboxamides of the formula: WHEREIN R, A, A'' and A'''' have the meanings given above and 3,3dibenzylpyruvic acid.

Inventors

  • 👤 Jesus Anatol

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 19:11
CPC Classifications
C; C07; C07C; C07C251/00; C07C251/72; C07C255/00; C07C51/00; C07C51/06; C07C59/00; C07C59/185

Claims Analysis

Total Claims: 15
Claim 1
Independent Claim 50 words
A PROCESS FOR THE PREPARATION OF AN A-KETOCARBOXYLIC ACID OF THE FORMULA: R-CO-COOH, IN WHICH R IS SELECTED FROM THE GROUP CONSISTING OF ALIPHATIC, BENZYL, PHENYL AND ARALKYL RADICALS, WHICH CONSITS ESSENTIALLY OF THE SUCCESSIVE STEPS OF A. CONDENSING IN ACID MEDIUM A SECONDARY OR TERTIARY ALCOHOL OF THE FORMULA
Claim 2
Dependent Claim 50 words
A PROCESS FOR THE PREPARATION OF AN A-KETOCARBOXYLIC ACID OF THE FORMULA: R-CO-COOH, IN WHICH R IS SELECTED FROM THE GROUP CONSISTING OF ALIPHATIC, BENZYL, PHENYL AND ARALKYL RADICALS, WHICH CONSITS ESSENTIALLY OF THE SUCCESSIVE STEPS OF A. CONDENSING IN ACID MEDIUM A SECONDARY OR TERTIARY ALCOHOL OF THE FORMULA
Claim 3
Dependent Claim 14 words
The process as defined in claim 1 wherein A, A'' and A'''' are methyl.
Claim 4
Dependent Claim 21 words
The process as defined in claim 2 wherein said oxidizing agent is an aqueous solution of chromium trioxide and acetic acid.
Claim 5
Dependent Claim 70 words
A process for the preparation of Alpha -ketocarboxylic acids of the formula R-CO-COOH, in which R is selected from the group consisting of aliphatic, benzyl, phenyl and aralkyl radicals, which consists essentially of the successive steps of a. condensing, in sulphuric acid medium, tertbutyl alcohol with a 2-hydroxy nitrile of the formula R-CHOH-CN in which R has the above meaning, to form the corresponding Alpha -hydroxy-N-tert-butyl carboxamide of the formula
Claim 6
Dependent Claim 70 words
A process for the preparation of Alpha -ketocarboxylic acids of the formula R-CO-COOH, in which R is selected from the group consisting of aliphatic, benzyl, phenyl and aralkyl radicals, which consists essentially of the successive steps of a. condensing, in sulphuric acid medium, tertbutyl alcohol with a 2-hydroxy nitrile of the formula R-CHOH-CN in which R has the above meaning, to form the corresponding Alpha -hydroxy-N-tert-butyl carboxamide of the formula
Claim 7
Dependent Claim 12 words
A process according to claim 4 wherein R is an ethyl radical.
Claim 8
Dependent Claim 12 words
A process according to claim 4 wherein R is a propyl radical.
Claim 9
Dependent Claim 12 words
A process according to claim 4 wherein R is a phenyl radical.
Claim 10
Dependent Claim 12 words
A process according to claim 4 wherein R is a benzyl radical.
Claim 11
Dependent Claim 13 words
A process according to claim 4 wherein R is a beta-phenyl ethyl radical.
Claim 12
Dependent Claim 13 words
A process according to claim 4 wherein R is a diphenyl methyl radical.
Claim 13
Dependent Claim 12 words
A process according to claim 4 wherein R is an hexyl radical.
Claim 14
Dependent Claim 12 words
A process according to claim 4 wherein R is a nonyl radical.
Claim 15
Dependent Claim 13 words
A process according to claim 4 wherein R is a dibenzyl methyl radical.

References Cited (Backward Citations)

US2446849A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1978-07-28 1979-01-27 1979-07-29 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1982-07-28 1983-01-27 1983-07-29 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1986-07-28 1987-01-27 1987-07-29 $7700.00 Window Closed / Lapsed

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