JP2007515421A5 - - Google Patents
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- Publication number
- JP2007515421A5 JP2007515421A5 JP2006544571A JP2006544571A JP2007515421A5 JP 2007515421 A5 JP2007515421 A5 JP 2007515421A5 JP 2006544571 A JP2006544571 A JP 2006544571A JP 2006544571 A JP2006544571 A JP 2006544571A JP 2007515421 A5 JP2007515421 A5 JP 2007515421A5
- Authority
- JP
- Japan
- Prior art keywords
- formula
- diene
- group
- acid
- compound
- 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
Links
- 150000001993 dienes Chemical class 0.000 claims 8
- 238000000034 method Methods 0.000 claims 8
- 150000001875 compounds Chemical class 0.000 claims 6
- -1 pentadienyl Chemical group 0.000 claims 6
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 claims 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 5
- 229910052707 ruthenium Inorganic materials 0.000 claims 5
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims 4
- 239000002841 Lewis acid Substances 0.000 claims 4
- 239000002253 acid Substances 0.000 claims 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 4
- 150000007517 lewis acids Chemical class 0.000 claims 4
- 150000005672 tetraenes Chemical class 0.000 claims 4
- 150000005671 trienes Chemical class 0.000 claims 4
- 239000003054 catalyst Substances 0.000 claims 3
- 229910052801 chlorine Inorganic materials 0.000 claims 3
- 229910052731 fluorine Inorganic materials 0.000 claims 3
- 125000001153 fluoro group Chemical group F* 0.000 claims 3
- 125000005843 halogen group Chemical group 0.000 claims 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 3
- 239000002243 precursor Substances 0.000 claims 3
- VYXHVRARDIDEHS-QGTKBVGQSA-N (1z,5z)-cycloocta-1,5-diene Chemical compound C\1C\C=C/CC\C=C/1 VYXHVRARDIDEHS-QGTKBVGQSA-N 0.000 claims 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 2
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 claims 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims 2
- HGCIXCUEYOPUTN-UHFFFAOYSA-N cyclohexene Chemical compound C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 claims 2
- ICPMUWPXCAVOOQ-XCADPSHZSA-N cycloocta-1,3,5-triene Chemical compound C\1C\C=C/C=C\C=C/1 ICPMUWPXCAVOOQ-XCADPSHZSA-N 0.000 claims 2
- SJYNFBVQFBRSIB-UHFFFAOYSA-N norbornadiene Chemical compound C1=CC2C=CC1C2 SJYNFBVQFBRSIB-UHFFFAOYSA-N 0.000 claims 2
- 239000000758 substrate Substances 0.000 claims 2
- FMAMSYPJXSEYSW-VOTSOKGWSA-N (4e)-hepta-1,4-diene Chemical compound CC\C=C\CC=C FMAMSYPJXSEYSW-VOTSOKGWSA-N 0.000 claims 1
- 125000003837 (C1-C20) alkyl group Chemical group 0.000 claims 1
- 125000006527 (C1-C5) alkyl group Chemical group 0.000 claims 1
- GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 claims 1
- 229910017008 AsF 6 Inorganic materials 0.000 claims 1
- NJQFCQXFOHVYQJ-PMACEKPBSA-N BF 4 Chemical compound C1([C@@H]2CC(=O)C=3C(O)=C(C)C4=C(C=3O2)[C@H](C(C)C)C2=C(O4)C(C)=C(C(C2=O)(C)C)OC)=CC=CC=C1 NJQFCQXFOHVYQJ-PMACEKPBSA-N 0.000 claims 1
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 claims 1
- 101150065749 Churc1 gene Proteins 0.000 claims 1
- 229910020366 ClO 4 Inorganic materials 0.000 claims 1
- 102100038239 Protein Churchill Human genes 0.000 claims 1
- 229910018287 SbF 5 Inorganic materials 0.000 claims 1
- 229910018286 SbF 6 Inorganic materials 0.000 claims 1
- KDUIUFJBNGTBMD-DLMDZQPMSA-N [8]annulene Chemical compound C/1=C/C=C\C=C/C=C\1 KDUIUFJBNGTBMD-DLMDZQPMSA-N 0.000 claims 1
- 125000003342 alkenyl group Chemical group 0.000 claims 1
- 150000001450 anions Chemical group 0.000 claims 1
- 150000001735 carboxylic acids Chemical class 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 239000000460 chlorine Substances 0.000 claims 1
- URYYVOIYTNXXBN-UPHRSURJSA-N cyclooctene Chemical compound C1CCC\C=C/CC1 URYYVOIYTNXXBN-UPHRSURJSA-N 0.000 claims 1
- 239000004913 cyclooctene Substances 0.000 claims 1
- 125000004407 fluoroaryl group Chemical group 0.000 claims 1
- 238000006317 isomerization reaction Methods 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
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 true JP2007515421A5 (enExample) | 2007-11-15 |
| JP4696077B2 JP4696077B2 (ja) | 2011-06-08 |
Family
ID=34712575
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| 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)
| 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 |
| WO2009015360A2 (en) * | 2007-07-26 | 2009-01-29 | San Diego State University Research 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 |
| JP6345189B2 (ja) * | 2013-01-23 | 2018-06-20 | フイルメニツヒ ソシエテ アノニムＦｉｒｍｅｎｉｃｈ Ｓａ | ４−メチルペント−３−エン−１−オール誘導体の製造方法 |
| 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 |
| CN116867762A (zh) * | 2021-02-19 | 2023-10-10 | 株式会社Api | 环己烯酮化合物的制造方法 |
| 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)
| 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 |
| ES2212287T3 (es) * | 1997-05-20 | 2004-07-16 | Firmenich Sa | Catalizadores de rutenio y su uso en la hidrogenacion asimetrica de sustratos debilmente coordinantes. |
| 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 |
-
2004
- 2004-11-30 JP JP2006544571A patent/JP4696077B2/ja not_active Expired - Lifetime
- 2004-11-30 WO PCT/IB2004/003978 patent/WO2005061426A1/en not_active Ceased
- 2004-11-30 ES ES04799031T patent/ES2393105T3/es not_active Expired - Lifetime
- 2004-11-30 EP EP04799031A patent/EP1697290B1/en not_active Expired - Lifetime
- 2004-11-30 CN CNB2004800364036A patent/CN100404487C/zh not_active Expired - Lifetime
-
2006
- 2006-05-22 US US11/438,756 patent/US7250536B2/en not_active Expired - Lifetime
- 2006-05-29 IL IL175984A patent/IL175984A/en active IP Right Grant
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