FR2457850A1 - 2,2-METHYLENE-3- (4-METHYL-3-CYCLOHEXENYL) -BUTANAL AND 2,2-METHYLENE-3- (4-METHYL-CYCLOHEXYL) -BUTANAL AND THEIR PREPARATION PROCESS - Google Patents

2,2-METHYLENE-3- (4-METHYL-3-CYCLOHEXENYL) -BUTANAL AND 2,2-METHYLENE-3- (4-METHYL-CYCLOHEXYL) -BUTANAL AND THEIR PREPARATION PROCESS

Info

Publication number
FR2457850A1
FR2457850A1 FR8011260A FR8011260A FR2457850A1 FR 2457850 A1 FR2457850 A1 FR 2457850A1 FR 8011260 A FR8011260 A FR 8011260A FR 8011260 A FR8011260 A FR 8011260A FR 2457850 A1 FR2457850 A1 FR 2457850A1
Authority
FR
France
Prior art keywords
butanal
methylene
methyl
cyclohexenyl
cyclohexyl
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.)
Withdrawn
Application number
FR8011260A
Other languages
French (fr)
Inventor
Jurgen Weber
Wolfgang Bernhagen
Helmut Springer
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.)
Ruhrchemie AG
Original Assignee
Ruhrchemie AG
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 Ruhrchemie AG filed Critical Ruhrchemie AG
Publication of FR2457850A1 publication Critical patent/FR2457850A1/en
Withdrawn legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
    • C11B9/00—Essential oils; Perfumes
    • C11B9/0026—Essential oils; Perfumes compounds containing an alicyclic ring not condensed with another ring
    • C11B9/0034—Essential oils; Perfumes compounds containing an alicyclic ring not condensed with another ring the ring containing six carbon atoms
    • 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
    • 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
    • C07C45/67—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 isomerisation; by change of size of the carbon skeleton
    • C07C45/68—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 isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
    • C07C45/72—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 isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups
    • C07C45/75—Reactions with formaldehyde
    • 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
    • C07C47/225—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms containing rings other than six-membered aromatic rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Fats And Perfumes (AREA)

Abstract

L'INVENTION CONCERNE LE 2,2-METHYLENE-3-(4-METHYL-3-CYCLOHEXENYL)-BUTANAL ET LE 2,2-METHYLENE-3-(4-METHYLCYCLOHEXYL)-BUTANAL. SELON L'INVENTION, ON FAIT REAGIR LE 3-(4-METHYL-3-CYCLOHEXENYL)-BUTANAL, DIRECTEMENT OU APRES HYDROGENATION PARTIELLE PREALABLE EN 3-(4-METHYLCYCLOHEXYL)-BUTANAL, AVEC LE FORMALDEHYDE OU UN COMPOSE LIBERANT DES FORMALDEHYDES A 60-120C EN PRESENCE DE QUANTITES CATALYTIQUES D'UNE AMINE SECONDAIRE. APPLICATIONS: LES PRODUITS OBTENUS ONT UNE IMPORTANCE PARTICULIERE COMME PARFUMS ET PRESENTENT DES NUANCES D'ODEURS QUI LES DISTINGUENT DE MANIERE CARACTERISTIQUE DES AUTRES PARFUMS EXISTANT SUR LE MARCHE.THE INVENTION CONCERNS 2,2-METHYLENE-3- (4-METHYL-3-CYCLOHEXENYL) -BUTANAL AND 2,2-METHYLENE-3- (4-METHYLCYCLOHEXYL) -BUTANAL. ACCORDING TO THE INVENTION, 3- (4-METHYL-3-CYCLOHEXENYL) -BUTANAL IS REACTED, DIRECTLY OR AFTER PARTIAL HYDROGENATION PRIOR TO 3- (4-METHYLCYCLOHEXYL) -BUTANAL, WITH FORMALDEHYDE OR A LIBERDANT FORMAL A COMPOUND. 60-120C IN THE PRESENCE OF CATALYTIC QUANTITIES OF A SECONDARY AMINE. APPLICATIONS: THE PRODUCTS OBTAINED HAVE A PARTICULAR IMPORTANCE AS PERFUMES AND PRESENT SHADES OF ODORS THAT CHARACTERISTICALLY DISTINGUISH THEM FROM OTHER PERFUMES ON THE MARKET.

FR8011260A 1979-05-28 1980-05-20 2,2-METHYLENE-3- (4-METHYL-3-CYCLOHEXENYL) -BUTANAL AND 2,2-METHYLENE-3- (4-METHYL-CYCLOHEXYL) -BUTANAL AND THEIR PREPARATION PROCESS Withdrawn FR2457850A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE2921619A DE2921619C3 (en) 1979-05-28 1979-05-28 2-methylene-3- (4-methylcyclohex-3-enyl) butanal and 2-methylene-3- (4-methylcyclohexyl) butanal and processes for their preparation

Publications (1)

Publication Number Publication Date
FR2457850A1 true FR2457850A1 (en) 1980-12-26

Family

ID=6071862

Family Applications (1)

Application Number Title Priority Date Filing Date
FR8011260A Withdrawn FR2457850A1 (en) 1979-05-28 1980-05-20 2,2-METHYLENE-3- (4-METHYL-3-CYCLOHEXENYL) -BUTANAL AND 2,2-METHYLENE-3- (4-METHYL-CYCLOHEXYL) -BUTANAL AND THEIR PREPARATION PROCESS

Country Status (7)

Country Link
JP (1) JPS5846509B2 (en)
CH (1) CH643525A5 (en)
DE (1) DE2921619C3 (en)
FR (1) FR2457850A1 (en)
GB (1) GB2054557B (en)
IT (1) IT1147084B (en)
SE (1) SE8003798L (en)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4956481A (en) * 1988-10-21 1990-09-11 International Flavors & Fragrances Inc. Adamantane derivatives, compositions of matter containing same, processes for preparing said adamantane derivatives and said compositions, and organoleptic and deodorancy uses of said adamantane derivatives and said compositions
US5021184A (en) * 1988-10-21 1991-06-04 International Flavors & Fragrances Inc. Adamantane derivatives, compositions of matter containing same, processes for preparing said adamantane derivatives and said compositions, and organoleptic and deodorancy uses of said adamantane derivatives and said compositions
DE19820657A1 (en) * 1998-05-08 1999-11-11 Henkel Kgaa Aroma composition cosmetics, technical products or alcoholic perfumery
DE10205835B4 (en) * 2002-02-13 2004-11-11 Celanese Chemicals Europe Gmbh Process for the preparation of terpinolenaldehyde
GB2529901A (en) * 2014-09-08 2016-03-09 Givaudan Sa Organic compounds

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2519327A (en) * 1947-01-13 1950-08-15 Fmc Corp Condensation of beta-(4-methyl-delta3-cyclohexenyl)-butyraldehyde with aldehydes andketones
US2639295A (en) * 1948-07-16 1953-05-19 Eastman Kodak Co Manufacture of unsaturated aldehydes
US3676505A (en) * 1969-12-29 1972-07-11 Procter & Gamble 4-(4-methylcyclohex-3-en-1-yl)pent-4-en-1-ol and a process for its synthesis

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2519327A (en) * 1947-01-13 1950-08-15 Fmc Corp Condensation of beta-(4-methyl-delta3-cyclohexenyl)-butyraldehyde with aldehydes andketones
US2639295A (en) * 1948-07-16 1953-05-19 Eastman Kodak Co Manufacture of unsaturated aldehydes
US3676505A (en) * 1969-12-29 1972-07-11 Procter & Gamble 4-(4-methylcyclohex-3-en-1-yl)pent-4-en-1-ol and a process for its synthesis

Also Published As

Publication number Publication date
GB2054557B (en) 1983-03-16
JPS5846509B2 (en) 1983-10-17
GB2054557A (en) 1981-02-18
JPS55157563A (en) 1980-12-08
IT1147084B (en) 1986-11-19
DE2921619C3 (en) 1982-05-19
SE8003798L (en) 1980-11-29
DE2921619B2 (en) 1981-05-07
DE2921619A1 (en) 1980-12-04
IT8048810A0 (en) 1980-05-27
CH643525A5 (en) 1984-06-15

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Legal Events

Date Code Title Description
RE Withdrawal of published application