FR2405232A1 - Semi hydrogenation of citral and alkyl derivs - using palladium catalyst and specified amt. of heterocyclic base - Google Patents

Semi hydrogenation of citral and alkyl derivs - using palladium catalyst and specified amt. of heterocyclic base

Info

Publication number
FR2405232A1
FR2405232A1 FR7730629A FR7730629A FR2405232A1 FR 2405232 A1 FR2405232 A1 FR 2405232A1 FR 7730629 A FR7730629 A FR 7730629A FR 7730629 A FR7730629 A FR 7730629A FR 2405232 A1 FR2405232 A1 FR 2405232A1
Authority
FR
France
Prior art keywords
pref
quinoline
citral
alkyl
hydrogenation
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
FR7730629A
Other languages
French (fr)
Other versions
FR2405232B1 (en
Inventor
Georges Cordier
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Rhone Poulenc Industries SA
Original Assignee
Rhone Poulenc Industries SA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Rhone Poulenc Industries SA filed Critical Rhone Poulenc Industries SA
Priority to FR7730629A priority Critical patent/FR2405232A1/en
Publication of FR2405232A1 publication Critical patent/FR2405232A1/en
Application granted granted Critical
Publication of FR2405232B1 publication Critical patent/FR2405232B1/fr
Granted legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C47/00—Compounds having —CHO groups
    • C07C47/20—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms
    • C07C47/21—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms with only carbon-to-carbon double bonds as unsaturation
    • 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
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/62—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by hydrogenation of carbon-to-carbon double or triple bonds

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Fats And Perfumes (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Prepn. of cpds. of formula (where R1-R4 and R6 are H or 1-5C alkyl and R5 is 1-5C alkyl) comprises hydrogenating the corresp. alpha beta ethylenically unsaturated aldehyde in the absence of water and in the presence of a Pd based catalyst and at least 10% based on the diene aldehyde of pyridine, quinoline or 8-hydroxy-quinoline. The starting of pyridine, quinoline or 8-hydroxy-quinoline. The starting diene aldehyde is pref. citral to prepare citronellal. An inert third solvent is pref. used and the reaction temp is 10-60 degrees C. The amt. of Pd is pref. 0.0005-1g per 100 g dienealdehyde. The products can be used directly in perfume compsn or as intermediates for preparing other cpds. The above enables yields of >=95% and with a yield of the undesirable 3,7-dinethyloctanal 1%, pref. 0.1%.
FR7730629A 1977-10-05 1977-10-05 Semi hydrogenation of citral and alkyl derivs - using palladium catalyst and specified amt. of heterocyclic base Granted FR2405232A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
FR7730629A FR2405232A1 (en) 1977-10-05 1977-10-05 Semi hydrogenation of citral and alkyl derivs - using palladium catalyst and specified amt. of heterocyclic base

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7730629A FR2405232A1 (en) 1977-10-05 1977-10-05 Semi hydrogenation of citral and alkyl derivs - using palladium catalyst and specified amt. of heterocyclic base

Publications (2)

Publication Number Publication Date
FR2405232A1 true FR2405232A1 (en) 1979-05-04
FR2405232B1 FR2405232B1 (en) 1980-10-31

Family

ID=9196380

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7730629A Granted FR2405232A1 (en) 1977-10-05 1977-10-05 Semi hydrogenation of citral and alkyl derivs - using palladium catalyst and specified amt. of heterocyclic base

Country Status (1)

Country Link
FR (1) FR2405232A1 (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0024651A1 (en) * 1979-08-24 1981-03-11 BASF Aktiengesellschaft Process for the production of olefinically unsaturated carbonyl compounds and alcohols
CN115991639A (en) * 2022-12-27 2023-04-21 江西科兴药业有限公司 Method for synthesizing citronellal through citral hydrogenation

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0024651A1 (en) * 1979-08-24 1981-03-11 BASF Aktiengesellschaft Process for the production of olefinically unsaturated carbonyl compounds and alcohols
CN115991639A (en) * 2022-12-27 2023-04-21 江西科兴药业有限公司 Method for synthesizing citronellal through citral hydrogenation

Also Published As

Publication number Publication date
FR2405232B1 (en) 1980-10-31

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