JP2020510685A5 - - Google Patents
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- Publication number
- JP2020510685A5 JP2020510685A5 JP2019549421A JP2019549421A JP2020510685A5 JP 2020510685 A5 JP2020510685 A5 JP 2020510685A5 JP 2019549421 A JP2019549421 A JP 2019549421A JP 2019549421 A JP2019549421 A JP 2019549421A JP 2020510685 A5 JP2020510685 A5 JP 2020510685A5
- Authority
- JP
- Japan
- Prior art keywords
- isomer
- isomers
- mixture
- formula
- alkyl group
- 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
- 238000004519 manufacturing process Methods 0.000 claims 11
- 239000000203 mixture Substances 0.000 claims 11
- -1 enol phosphate isomer Chemical class 0.000 claims 10
- 150000001875 compounds Chemical class 0.000 claims 5
- 125000000217 alkyl group Chemical group 0.000 claims 4
- 125000004432 carbon atom Chemical group C* 0.000 claims 4
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 3
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 claims 3
- 238000005698 Diels-Alder reaction Methods 0.000 claims 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims 3
- 229910019142 PO4 Inorganic materials 0.000 claims 2
- 238000006243 chemical reaction Methods 0.000 claims 2
- UAEPNZWRGJTJPN-UHFFFAOYSA-N methylcyclohexane Chemical group CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 claims 2
- 239000003960 organic solvent Substances 0.000 claims 2
- 239000010452 phosphate Substances 0.000 claims 2
- MBDOYVRWFFCFHM-SNAWJCMRSA-N (2E)-hexenal Chemical compound CCC\C=C\C=O MBDOYVRWFFCFHM-SNAWJCMRSA-N 0.000 claims 1
- NNDAMUJSVJJJJY-UHFFFAOYSA-N (5-ethyl-5-methylhepta-1,3-dienyl) dihydrogen phosphate Chemical compound CCC(C)(CC)C=CC=COP(O)(O)=O NNDAMUJSVJJJJY-UHFFFAOYSA-N 0.000 claims 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims 1
- 150000001335 aliphatic alkanes Chemical class 0.000 claims 1
- 150000008064 anhydrides Chemical class 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- 238000009835 boiling Methods 0.000 claims 1
- 239000007810 chemical reaction solvent Substances 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- LLRZUAWETKPZJO-UHFFFAOYSA-N dodeca-7,9-dienyl acetate Chemical compound CCC=CC=CCCCCCCOC(C)=O LLRZUAWETKPZJO-UHFFFAOYSA-N 0.000 claims 1
- 150000002148 esters Chemical class 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- 230000007062 hydrolysis Effects 0.000 claims 1
- 238000006460 hydrolysis reaction Methods 0.000 claims 1
- 239000011976 maleic acid Substances 0.000 claims 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid group Chemical group C(\C=C/C(=O)O)(=O)O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical group O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- GYNNXHKOJHMOHS-UHFFFAOYSA-N methyl-cycloheptane Natural products CC1CCCCCC1 GYNNXHKOJHMOHS-UHFFFAOYSA-N 0.000 claims 1
- 239000003586 protic polar solvent Substances 0.000 claims 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims 1
- 0 C[U]NC(O*C(*)=C(*)C*)=O Chemical compound C[U]NC(O*C(*)=C(*)C*)=O 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR1751979A FR3063729B1 (fr) | 2017-03-10 | 2017-03-10 | Nouvelle composition d'isomeres du 7,9-dodecadienyl-1-acetate et son procede de fabrication |
| FR1751979 | 2017-03-10 | ||
| PCT/EP2018/055956 WO2018162739A1 (fr) | 2017-03-10 | 2018-03-09 | Nouvelle composition d'isomeres du 7,9-dodécadiényl-1-acétate et son procede de fabrication |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2020510685A JP2020510685A (ja) | 2020-04-09 |
| JP2020510685A5 true JP2020510685A5 (https=) | 2021-04-22 |
| JP7145166B2 JP7145166B2 (ja) | 2022-09-30 |
Family
ID=59070800
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2019549421A Active JP7145166B2 (ja) | 2017-03-10 | 2018-03-09 | 新規な７，９－ドデカジエニル－１－アセテート異性体組成物、およびその製造方法 |
Country Status (12)
| Country | Link |
|---|---|
| US (2) | US11649257B2 (https=) |
| EP (1) | EP3592753B1 (https=) |
| JP (1) | JP7145166B2 (https=) |
| CN (1) | CN110891957B (https=) |
| AU (1) | AU2018231608B2 (https=) |
| CA (1) | CA3055861A1 (https=) |
| EA (1) | EA201992111A1 (https=) |
| ES (1) | ES2909843T3 (https=) |
| FR (1) | FR3063729B1 (https=) |
| IL (1) | IL269164B2 (https=) |
| MX (1) | MX2019010753A (https=) |
| WO (1) | WO2018162739A1 (https=) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR3164211A1 (fr) | 2024-07-02 | 2026-01-09 | Melchior Material And Life Science France | Procédé de préparation en flux continu d’un mélange d’isomères de l’hexa-1,3-dién-1-yl-diéthylphosphate |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3394201A (en) | 1966-11-25 | 1968-07-23 | Dow Chemical Co | Separation of high purity 4-methyl-1, 3-pentadiene |
| US3845108A (en) | 1973-08-31 | 1974-10-29 | W Roelofs | Trans-7-cis-9-dodecadien-1-yl acetate |
| US4014946A (en) | 1974-11-25 | 1977-03-29 | Zoecon Corporation | Synthesis of 1-bromonon-4-en-6-yne |
| US3954818A (en) | 1974-11-25 | 1976-05-04 | Zoecon Corporation | Synthesis of non-4-en-6-ynoic acid ester |
| FR2341546A1 (fr) | 1976-02-20 | 1977-09-16 | Anvar | Nouveau procede de synthese stereoselective de composes dieniques e, z possedant une chaine de 12 a 16 atomes de carbone ainsi que de leurs precurseurs immediats les enynes conjugues e |
| JPS62223136A (ja) | 1986-03-19 | 1987-10-01 | Shin Etsu Chem Co Ltd | １―ハロ―（ｅ，ｚ）―７，９―アルカジエン化合物 |
| DE3817399A1 (de) * | 1988-05-21 | 1989-11-30 | Basf Ag | Verfahren zur herstellung von e7/z9-alkadien-1-olen und deren an der hydroxylgruppe geschuetzten derivaten |
| JPH07116075B2 (ja) | 1988-06-06 | 1995-12-13 | 信越化学工業株式会社 | 不飽和アルコール化合物の製造方法 |
| JP3619277B2 (ja) * | 1995-02-10 | 2005-02-09 | 株式会社日清製粉グループ本社 | ジヒドロポリプレニルモノホスフェートの製造方法及びその中間体化合物 |
| US7932410B2 (en) | 2008-10-31 | 2011-04-26 | Bedoukian Research, Inc. | Production of pheromones and fragrances from substituted and unsubstituted 1-alken-3yl alkylates |
| FR3023291B1 (fr) * | 2014-07-02 | 2016-07-22 | Melchior Material & Life Science France | Nouveau procede de fabrication du (e,z)-7,9 dodecandienyl-1-acetate |
-
2017
- 2017-03-10 FR FR1751979A patent/FR3063729B1/fr active Active
-
2018
- 2018-03-09 JP JP2019549421A patent/JP7145166B2/ja active Active
- 2018-03-09 AU AU2018231608A patent/AU2018231608B2/en not_active Ceased
- 2018-03-09 MX MX2019010753A patent/MX2019010753A/es unknown
- 2018-03-09 EA EA201992111A patent/EA201992111A1/ru unknown
- 2018-03-09 ES ES18708445T patent/ES2909843T3/es active Active
- 2018-03-09 IL IL269164A patent/IL269164B2/en unknown
- 2018-03-09 US US16/492,256 patent/US11649257B2/en active Active
- 2018-03-09 CN CN201880027867.2A patent/CN110891957B/zh active Active
- 2018-03-09 EP EP18708445.4A patent/EP3592753B1/fr active Active
- 2018-03-09 CA CA3055861A patent/CA3055861A1/fr active Pending
- 2018-03-09 WO PCT/EP2018/055956 patent/WO2018162739A1/fr not_active Ceased
-
2023
- 2023-04-03 US US18/130,133 patent/US20230234977A1/en not_active Abandoned
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