EP1485350B1 - Utilisation de cetones insaturees en tant que substances odorantes - Google Patents

Utilisation de cetones insaturees en tant que substances odorantes Download PDF

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Publication number
EP1485350B1
EP1485350B1 EP03744331.4A EP03744331A EP1485350B1 EP 1485350 B1 EP1485350 B1 EP 1485350B1 EP 03744331 A EP03744331 A EP 03744331A EP 1485350 B1 EP1485350 B1 EP 1485350B1
Authority
EP
European Patent Office
Prior art keywords
compounds
unsaturated
methylcyclohex
ppm
methyl
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.)
Expired - Lifetime
Application number
EP03744331.4A
Other languages
German (de)
English (en)
Other versions
EP1485350A1 (fr
Inventor
Thomas Markert
Volker Porrmann
Frank Rittler
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.)
Kao Corp
Original Assignee
Kao Corp
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 Kao Corp filed Critical Kao Corp
Publication of EP1485350A1 publication Critical patent/EP1485350A1/fr
Application granted granted Critical
Publication of EP1485350B1 publication Critical patent/EP1485350B1/fr
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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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

Definitions

  • the compounds of formula (I) may be combined with numerous known fragrance ingredients, for example other fragrances of natural, synthetic or partially synthetic origin, essential oils and plant extracts.
  • fragrances for example other fragrances of natural, synthetic or partially synthetic origin, essential oils and plant extracts.
  • the range of natural fragrances can include both light, as well as medium and low volatility components.
  • the range of synthetic fragrances can include representatives from virtually all classes of substances.

Landscapes

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

Claims (5)

  1. Utilisation de cétones insaturées de structure générale (I)
    Figure imgb0012
     dans laquelle les radicaux R1, R2, R3, R4 et R5 représentent indépendamment les uns des autres l'hydrogène ou des groupes alkyl ayant de 1 à 6 atomes de carbone pouvant être saturés ou insaturés, à chaine droite ou ramifiée ou cycliques en tant que substances odorantes.
  2. 3,3-dimétyl-1-(4-méthylcyclohex-3-enyl)-pent-4-ene-1-one.
  3. 1-(4-méthyl-cyclohex-3-enyl)-3-propyl-pent-4-ene-1-one.
  4. Combinaison odorante ayant une teneur en un ou plusieurs composés (I) de structure générale (I),
    Figure imgb0013
     dans laquelle les radicaux R1, R2, R3, R4 et R5 représentent indépendamment les uns des autres l'hydrogène ou des groupes alkyl ayant 1 à 6 atomes de carbone qui peuvent être saturés ou insaturés, à chaine droite ou ramifiée ou cycliques, les composés (I) étant renfermés en une quantité de 1 à 70 % en poids par rapport à la totalité de la composition.
  5. Procédé d'obtention de composés de structure générale (I),
    Figure imgb0014
     dans laquelle les radicaux R1, R2, R3, R4 et R5 représentent indépendamment les uns des autres l'hydrogène ou des groupes alkyl ayant 1 à 6 atomes de carbone pouvant être saturés ou insaturés, à chaine droite ou ramifiée ou cycliques,
    caractérisé en ce que l'on fait réagir du 1-acétyl-4-méthyl-cyclo-3-hexene ou du 1-(1,1-diéthoxyéthyl)-4-méthylcyclohex-3-ene en présence d'un catalyseur acide avec des alkénols à insaturation olifénique, les groupe OH des alkénols se trouvant en position alpha sur la double liaison C=C des alkénols.
EP03744331.4A 2002-03-19 2003-02-17 Utilisation de cetones insaturees en tant que substances odorantes Expired - Lifetime EP1485350B1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE10212026A DE10212026A1 (de) 2002-03-19 2002-03-19 Verwendung von ungesättigten Ketone als Riechstoffe
DE10212026 2002-03-19
PCT/EP2003/001561 WO2003078391A1 (fr) 2002-03-19 2003-02-17 Utilisation de cetones insaturees en tant que substances odorantes

Publications (2)

Publication Number Publication Date
EP1485350A1 EP1485350A1 (fr) 2004-12-15
EP1485350B1 true EP1485350B1 (fr) 2013-07-17

Family

ID=27797897

Family Applications (1)

Application Number Title Priority Date Filing Date
EP03744331.4A Expired - Lifetime EP1485350B1 (fr) 2002-03-19 2003-02-17 Utilisation de cetones insaturees en tant que substances odorantes

Country Status (6)

Country Link
US (2) US20050119158A1 (fr)
EP (1) EP1485350B1 (fr)
JP (1) JP4346448B2 (fr)
DE (1) DE10212026A1 (fr)
ES (1) ES2426001T3 (fr)
WO (1) WO2003078391A1 (fr)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2018077947A1 (fr) * 2016-10-28 2018-05-03 Basf Se Utilisation de 1-[(4r)-4-méthylcyclohexène-1-yl]éthanone comme arôme chimique

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CH586551A5 (fr) * 1974-01-29 1977-04-15 Firmenich & Cie
CH645337A5 (fr) * 1980-08-22 1984-09-28 Firmenich & Cie Composes cycloaliphatiques insatures, procede pour leur preparation et composition parfumante les contenant.
US4507225A (en) 1983-04-21 1985-03-26 International Flavors & Fragrances Inc. Process for augmenting or enhancing the aroma of perfume compositions, colognes and perfumed articles with 1-phenylpenten-4-one-1 and methyl homologues thereof
US4548743A (en) 1984-04-20 1985-10-22 International Flavors & Fragrances Inc. Ketal and use in perfumery
JPH0570449A (ja) 1991-09-12 1993-03-23 Sumitomo Chem Co Ltd 青カメムシ類の性フエロモンの製造方法

Also Published As

Publication number Publication date
JP2005520875A (ja) 2005-07-14
US20090054299A1 (en) 2009-02-26
US7582600B2 (en) 2009-09-01
US20050119158A1 (en) 2005-06-02
EP1485350A1 (fr) 2004-12-15
WO2003078391A1 (fr) 2003-09-25
JP4346448B2 (ja) 2009-10-21
ES2426001T3 (es) 2013-10-18
DE10212026A1 (de) 2003-10-02

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