JP4696077B2 - シクロヘキセニルアルキルまたはアルケニルケトンの異性化法 - Google Patents

シクロヘキセニルアルキルまたはアルケニルケトンの異性化法 Download PDF

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Publication number
JP4696077B2
JP4696077B2 JP2006544571A JP2006544571A JP4696077B2 JP 4696077 B2 JP4696077 B2 JP 4696077B2 JP 2006544571 A JP2006544571 A JP 2006544571A JP 2006544571 A JP2006544571 A JP 2006544571A JP 4696077 B2 JP4696077 B2 JP 4696077B2
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formula
cod
compound
hydrogen atom
catalyst
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JP2007515421A (ja
JP2007515421A5 (enExample
Inventor
ヤコビー デニス
ネファー ベッサー
シャピュイ クリスティアン
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Firmenich SA
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Firmenich SA
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C403/00—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
    • C07C403/14—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by doubly-bound oxygen atoms
    • C07C403/16—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by doubly-bound oxygen atoms not being part of —CHO groups
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • B01J31/12—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides
    • B01J31/14—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides of aluminium or boron
    • B01J31/146—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides of aluminium or boron of boron
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/22—Organic complexes
    • B01J31/2282—Unsaturated compounds used as ligands
    • B01J31/2291—Olefins
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/22—Organic complexes
    • B01J31/2282—Unsaturated compounds used as ligands
    • B01J31/2295—Cyclic compounds, e.g. cyclopentadienyls
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/26—Catalysts comprising hydrides, coordination complexes or organic compounds containing in addition, inorganic metal compounds not provided for in groups B01J31/02 - B01J31/24
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/26—Catalysts comprising hydrides, coordination complexes or organic compounds containing in addition, inorganic metal compounds not provided for in groups B01J31/02 - B01J31/24
    • B01J31/28—Catalysts comprising hydrides, coordination complexes or organic compounds containing in addition, inorganic metal compounds not provided for in groups B01J31/02 - B01J31/24 of the platinum group metals, iron group metals or copper
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/527—Unsaturated compounds containing keto groups bound to rings other than six-membered aromatic rings
    • C07C49/543—Unsaturated compounds containing keto groups bound to rings other than six-membered aromatic rings to a six-membered ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/527—Unsaturated compounds containing keto groups bound to rings other than six-membered aromatic rings
    • C07C49/557—Unsaturated compounds containing keto groups bound to rings other than six-membered aromatic rings having unsaturation outside the rings
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
    • B01J2231/50—Redistribution or isomerisation reactions of C-C, C=C or C-C triple bonds
    • B01J2231/52—Isomerisation reactions
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/80—Complexes comprising metals of Group VIII as the central metal
    • B01J2531/82—Metals of the platinum group
    • B01J2531/821—Ruthenium
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
    • B01J27/06—Halogens; Compounds thereof
    • B01J27/08—Halides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C07B2200/07—Optical isomers
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C07B2200/09—Geometrical isomers
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/16—Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Inorganic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Catalysts (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
JP2006544571A 2003-12-16 2004-11-30 シクロヘキセニルアルキルまたはアルケニルケトンの異性化法 Expired - Lifetime JP4696077B2 (ja)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
IB0306118 2003-12-16
IBPCT/IB03/06118 2003-12-16
EP03029166.0 2003-12-18
EP03029166 2003-12-18
PCT/IB2004/003978 WO2005061426A1 (en) 2003-12-16 2004-11-30 Process for the isomerisation of a cyclohexenyl alkyl or alkenyl ketone

Publications (3)

Publication Number Publication Date
JP2007515421A JP2007515421A (ja) 2007-06-14
JP2007515421A5 JP2007515421A5 (enExample) 2007-11-15
JP4696077B2 true JP4696077B2 (ja) 2011-06-08

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JP2006544571A Expired - Lifetime JP4696077B2 (ja) 2003-12-16 2004-11-30 シクロヘキセニルアルキルまたはアルケニルケトンの異性化法

Country Status (7)

Country Link
US (1) US7250536B2 (enExample)
EP (1) EP1697290B1 (enExample)
JP (1) JP4696077B2 (enExample)
CN (1) CN100404487C (enExample)
ES (1) ES2393105T3 (enExample)
IL (1) IL175984A (enExample)
WO (1) WO2005061426A1 (enExample)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB0624814D0 (en) * 2006-12-13 2007-01-24 Givaudan Sa Organic compounds
GB0624818D0 (en) * 2006-12-13 2007-01-24 Givaudan Sa Organic compounds
US8501032B2 (en) * 2007-07-26 2013-08-06 San Diego State University (Sdsu) Foundation Catalysts for alkene isomerization and conjugating double bonds in polyunsaturated fats and oils
CN101125805B (zh) * 2007-09-14 2010-05-26 杭州格林香料化学有限公司 1-(2,6,6-三甲基环己-3-烯基)丁-2-烯-1-酮的制备方法
WO2014114615A1 (en) * 2013-01-23 2014-07-31 Firmenich Sa Process for the preparation of 4-methylpent-3-en-1-ol derivatives
CN108101760B (zh) * 2017-12-19 2020-11-24 万华化学集团股份有限公司 一种α-环柠檬醛的合成方法
WO2022176837A1 (ja) * 2021-02-19 2022-08-25 株式会社エーピーアイ コーポレーション シクロヘキセノン化合物の製造方法
WO2025120108A1 (en) * 2023-12-08 2025-06-12 Firmenich Sa Isomerization process
WO2025125532A1 (en) * 2023-12-15 2025-06-19 Givaudan Sa Perfume ingredients and compositions containing them

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4226892A (en) 1967-11-09 1980-10-07 Firmenich Sa Flavoring with cycloaliphatic unsaturated ketones
CH536604A (fr) * 1969-08-08 1973-05-15 Firmenich & Cie Utilisation de cétones insaturées comme agents aromatisants
WO1998052687A1 (en) * 1997-05-20 1998-11-26 Firmenich S.A. Ruthenium catalysts and their use in the asymmetric hydrogenation of weakly coordinating substrates
US6214763B1 (en) * 1997-05-20 2001-04-10 Firmenich Sa Ruthenium catalysts and their use in the asymmetric hydrogenation of weakly coordinating substrates
US6175047B1 (en) * 1997-12-26 2001-01-16 Takasago International Corporation Ruthenium metathesis catalyst and method for producing olefin reaction product by metathesis reaction using the same
JP4071421B2 (ja) 2000-06-07 2008-04-02 高砂香料工業株式会社 シクロヘキセニルメチルケトンの製造法
JP2003160529A (ja) * 2001-11-29 2003-06-03 Takasago Internatl Corp ２，２，６−トリメチルシクロヘキセニルメチルケトンの二重結合異性体組成物およびその製造法

Also Published As

Publication number Publication date
EP1697290B1 (en) 2012-09-12
US20060211889A1 (en) 2006-09-21
JP2007515421A (ja) 2007-06-14
CN1890204A (zh) 2007-01-03
IL175984A0 (en) 2006-10-05
ES2393105T3 (es) 2012-12-18
CN100404487C (zh) 2008-07-23
WO2005061426A1 (en) 2005-07-07
US7250536B2 (en) 2007-07-31
EP1697290A1 (en) 2006-09-06
IL175984A (en) 2010-12-30

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