FR2460908A2 - Aldehyde or ketone prodn. from alcohol - by oxidn. with oxygen using copper or iron salt or complex and ruthenium tri:fluoro:acetate as catalyst - Google Patents

Aldehyde or ketone prodn. from alcohol - by oxidn. with oxygen using copper or iron salt or complex and ruthenium tri:fluoro:acetate as catalyst Download PDF

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Publication number
FR2460908A2
FR2460908A2 FR7918183A FR7918183A FR2460908A2 FR 2460908 A2 FR2460908 A2 FR 2460908A2 FR 7918183 A FR7918183 A FR 7918183A FR 7918183 A FR7918183 A FR 7918183A FR 2460908 A2 FR2460908 A2 FR 2460908A2
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France
Prior art keywords
prodn
oxidn
catalyst
complex
aldehyde
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Granted
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FR7918183A
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French (fr)
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FR2460908B2 (en
Inventor
Robert Charpentier
Hubert Mimoun
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IFP Energies Nouvelles IFPEN
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IFP Energies Nouvelles IFPEN
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Priority to FR7918183A priority Critical patent/FR2460908A2/en
Publication of FR2460908A2 publication Critical patent/FR2460908A2/en
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Publication of FR2460908B2 publication Critical patent/FR2460908B2/fr
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/48—Preparation of compounds having groups
    • C07C41/50—Preparation of compounds having groups by reactions producing groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
    • C07C45/32—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen
    • C07C45/37—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of >C—O—functional groups to >C=O groups
    • C07C45/38—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of >C—O—functional groups to >C=O groups being a primary hydroxyl group
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
    • C07C45/32—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen
    • C07C45/37—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of >C—O—functional groups to >C=O groups
    • C07C45/39—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of >C—O—functional groups to >C=O groups being a secondary hydroxyl group

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

The parent patent claimed the prodn. of aldehydes and ketones by oxidn. of prim. or sec. alcohols with O2 using a catalyst comprising at least 2 salts or metal complexes (A) and (B) of formula: M1XnLm (A) and M2ZpL'q (B). Where M1 is ruthenium; x and z are anions; n is 2 or 3, m is 0-3, or 6; p is 1-3; M2 is Fe or Cu, q is 0-6, and L and L' are water or an organic cpd. The process is esp. useful for prodn. of phenoxy-substd. benzaldehyde cpds. which are intermediates for pyrethroid insecticides. The current addition claims the use of ruthenium trifluoroacetate as cpd. (A).

Description

La présente invention concerne un procédé de fabrication d'aldéhydes ou de cétones en phase liquide par oxydation d'alcools primaires ou secondaires en présence d'un système catalytique constitué de deux sels ou complexes organométalliques [A] et [Bj définis dans le brevet principal. The present invention relates to a process for the manufacture of aldehydes or ketones in the liquid phase by oxidation of primary or secondary alcohols in the presence of a catalytic system consisting of two salts or organometallic complexes [A] and [Bj defined in the main patent .

L'invention est caractérisée ici en ce que le sel ou com plexe [A] est le trifluoroacétate de ruthénium. The invention is characterized here in that the salt or complex [A] is ruthenium trifluoroacetate.

Exemple 1
On répète l'exemple 3 du brevet principal en remplaçant le chlorure de ruthéniumdpar du trifluoroacétate de ruthénium, les autres conditions de ltexemple restant inchangées. On observe la formation de 13,8 mmoles de butanal et 32 mmoles de 1,1-dibutoxybutane.Example 1
Example 3 of the main patent is repeated, replacing the ruthenium chloride by ruthenium trifluoroacetate, the other conditions of the example remaining unchanged. The formation of 13.8 mmol of butanal and 32 mmol of 1,1-dibutoxybutane is observed.

Exemple 2
On répète l'exemple 18 du brevet principal en utilisant 1 mmole de trifluoroacétate de ruthénium au lieu de 1 mmole de trichlorure de ruthénium. On observe la formation de 18 mmoles de buta na2 et 46 mmoles de dîbutoxybutane On ne détecte pas d'acide butyrique. Example 2
Example 18 of the main patent is repeated using 1 mmol of ruthenium trifluoroacetate instead of 1 mmol of ruthenium trichloride. The formation of 18 mmol of buta na2 and 46 mmol of dibutoxybutane is observed. No butyric acid is detected.

Claims (1)

REVENDICATIONCLAIM 1. Procédé selon le brevet principal dans lequel le sel ou complue xe [A] défini dans le brevet principal est le trifluoroacétate de ruthénium. 1. Method according to the main patent in which the salt or accessory [A] defined in the main patent is ruthenium trifluoroacetate.
FR7918183A 1979-07-11 1979-07-11 Aldehyde or ketone prodn. from alcohol - by oxidn. with oxygen using copper or iron salt or complex and ruthenium tri:fluoro:acetate as catalyst Granted FR2460908A2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
FR7918183A FR2460908A2 (en) 1979-07-11 1979-07-11 Aldehyde or ketone prodn. from alcohol - by oxidn. with oxygen using copper or iron salt or complex and ruthenium tri:fluoro:acetate as catalyst

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7918183A FR2460908A2 (en) 1979-07-11 1979-07-11 Aldehyde or ketone prodn. from alcohol - by oxidn. with oxygen using copper or iron salt or complex and ruthenium tri:fluoro:acetate as catalyst

Publications (2)

Publication Number Publication Date
FR2460908A2 true FR2460908A2 (en) 1981-01-30
FR2460908B2 FR2460908B2 (en) 1983-02-04

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
FR7918183A Granted FR2460908A2 (en) 1979-07-11 1979-07-11 Aldehyde or ketone prodn. from alcohol - by oxidn. with oxygen using copper or iron salt or complex and ruthenium tri:fluoro:acetate as catalyst

Country Status (1)

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FR (1) FR2460908A2 (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1987005289A1 (en) * 1986-03-06 1987-09-11 Universite Du Maine (Le Mans) Ruthenium catalyst for biarylic coupling; new steganolides
US4847471A (en) * 1987-01-23 1989-07-11 Pace, Incorporated Heater for use as either primary or auxiliary heat source and improved circuitry for controlling the heater
WO2000053554A1 (en) * 1999-03-09 2000-09-14 Daicel Chemical Industries, Ltd. Process for producing aldehydes

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1987005289A1 (en) * 1986-03-06 1987-09-11 Universite Du Maine (Le Mans) Ruthenium catalyst for biarylic coupling; new steganolides
FR2595350A1 (en) * 1986-03-06 1987-09-11 Maine Universite BIARYLIC COUPLING PROCESS, RUTHENIUM CATALYST FOR ITS IMPLEMENTATION AND NEW COMPOUNDS RESULTING THEREFROM
US4847471A (en) * 1987-01-23 1989-07-11 Pace, Incorporated Heater for use as either primary or auxiliary heat source and improved circuitry for controlling the heater
WO2000053554A1 (en) * 1999-03-09 2000-09-14 Daicel Chemical Industries, Ltd. Process for producing aldehydes
US6506943B1 (en) 1999-03-09 2003-01-14 Daicel Chemical Industries, Ltd. Process for producing aldehydes

Also Published As

Publication number Publication date
FR2460908B2 (en) 1983-02-04

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