JP2015520156A5 - - Google Patents
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- Publication number
- JP2015520156A5 JP2015520156A5 JP2015512059A JP2015512059A JP2015520156A5 JP 2015520156 A5 JP2015520156 A5 JP 2015520156A5 JP 2015512059 A JP2015512059 A JP 2015512059A JP 2015512059 A JP2015512059 A JP 2015512059A JP 2015520156 A5 JP2015520156 A5 JP 2015520156A5
- Authority
- JP
- Japan
- Prior art keywords
- process according
- unsaturated carboxylic
- carboxylic acid
- specifically
- acid ester
- 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
- 239000004215 Carbon black (E152) Substances 0.000 claims description 4
- 150000001298 alcohols Chemical class 0.000 claims description 4
- 125000001931 aliphatic group Chemical group 0.000 claims description 4
- 125000003118 aryl group Chemical group 0.000 claims description 4
- 229930195733 hydrocarbon Natural products 0.000 claims description 4
- 238000009903 catalytic hydrogenation reaction Methods 0.000 claims description 3
- 238000006243 chemical reaction Methods 0.000 claims description 3
- 150000002148 esters Chemical class 0.000 claims description 3
- ACIAHEMYLLBZOI-ZZXKWVIFSA-N Unsaturated alcohol Chemical compound CC\C(CO)=C/C ACIAHEMYLLBZOI-ZZXKWVIFSA-N 0.000 claims description 2
- 125000002009 alkene group Chemical group 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 125000004429 atom Chemical group 0.000 claims description 2
- 150000002430 hydrocarbons Chemical class 0.000 claims description 2
- 229920006395 saturated elastomer Polymers 0.000 claims description 2
- 238000000034 method Methods 0.000 claims 22
- 150000001733 carboxylic acid esters Chemical class 0.000 claims 10
- 150000001336 alkenes Chemical class 0.000 claims 4
- 239000012327 Ruthenium complex Substances 0.000 claims 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims 3
- 238000011944 chemoselective reduction Methods 0.000 claims 3
- -1 phosphino group Chemical group 0.000 claims 3
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical group [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 claims 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims 2
- 239000003054 catalyst Substances 0.000 claims 2
- BKOJTZORTHALGP-UHFFFAOYSA-N ethyl 9-decenoate Chemical compound CCOC(=O)CCCCCCCC=C BKOJTZORTHALGP-UHFFFAOYSA-N 0.000 claims 2
- 239000003446 ligand Substances 0.000 claims 2
- 229910052751 metal Inorganic materials 0.000 claims 2
- 239000002184 metal Substances 0.000 claims 2
- YAYGSLOSTXKUBW-UHFFFAOYSA-N ruthenium(2+) Chemical class [Ru+2] YAYGSLOSTXKUBW-UHFFFAOYSA-N 0.000 claims 2
- 239000002904 solvent Substances 0.000 claims 2
- 229910052723 transition metal Inorganic materials 0.000 claims 2
- 150000003624 transition metals Chemical class 0.000 claims 2
- FXNFFCMITPHEIT-UHFFFAOYSA-N Ethyl 10-undecenoate Chemical compound CCOC(=O)CCCCCCCCC=C FXNFFCMITPHEIT-UHFFFAOYSA-N 0.000 claims 1
- 125000003277 amino group Chemical group 0.000 claims 1
- 125000004494 ethyl ester group Chemical group 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 125000001841 imino group Chemical group [H]N=* 0.000 claims 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
- SBIGSHCJXYGFMX-UHFFFAOYSA-N methyl dec-9-enoate Chemical group COC(=O)CCCCCCCC=C SBIGSHCJXYGFMX-UHFFFAOYSA-N 0.000 claims 1
- KISVAASFGZJBCY-UHFFFAOYSA-N methyl undecenate Chemical compound COC(=O)CCCCCCCCC=C KISVAASFGZJBCY-UHFFFAOYSA-N 0.000 claims 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
- BDAWXSQJJCIFIK-UHFFFAOYSA-N potassium methoxide Chemical compound [K+].[O-]C BDAWXSQJJCIFIK-UHFFFAOYSA-N 0.000 claims 1
- 239000011541 reaction mixture Substances 0.000 claims 1
- 239000011877 solvent mixture Substances 0.000 claims 1
- 150000003440 styrenes Chemical class 0.000 claims 1
- 239000000758 substrate Substances 0.000 claims 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
- 239000003205 fragrance Substances 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 125000003158 alcohol group Chemical group 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- XWGRSDLPOHMWEO-UHFFFAOYSA-N undec-9-en-1-ol Chemical compound CC=CCCCCCCCCO XWGRSDLPOHMWEO-UHFFFAOYSA-N 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1208589.0 | 2012-05-16 | ||
| GBGB1208589.0A GB201208589D0 (en) | 2012-05-16 | 2012-05-16 | Improvements in or relating to organic compounds |
| PCT/EP2013/060150 WO2013171302A1 (en) | 2012-05-16 | 2013-05-16 | Process for the chemoselective reduction of terminally saturated carboxylic esters |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2015520156A JP2015520156A (ja) | 2015-07-16 |
| JP2015520156A5 true JP2015520156A5 (enExample) | 2017-09-28 |
| JP6279552B2 JP6279552B2 (ja) | 2018-02-14 |
Family
ID=46458913
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2015512059A Active JP6279552B2 (ja) | 2012-05-16 | 2013-05-16 | 末端飽和カルボン酸エステルの化学選択的還元のためのプロセス |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US9193651B2 (enExample) |
| EP (1) | EP2850050B1 (enExample) |
| JP (1) | JP6279552B2 (enExample) |
| CN (1) | CN104284875B (enExample) |
| BR (1) | BR112014028156A2 (enExample) |
| GB (1) | GB201208589D0 (enExample) |
| IN (1) | IN2014DN08413A (enExample) |
| MX (1) | MX363196B (enExample) |
| SG (1) | SG11201406503VA (enExample) |
| WO (1) | WO2013171302A1 (enExample) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR3013047B1 (fr) | 2013-11-08 | 2016-01-01 | Pivert | Procede de synthese d'esters |
| JP6483134B2 (ja) | 2013-12-18 | 2019-03-13 | フイルメニツヒ ソシエテ アノニムＦｉｒｍｅｎｉｃｈ Ｓａ | Ｆｅ／三座配位子錯体によるエステルの水素化 |
| US9416091B1 (en) * | 2015-02-04 | 2016-08-16 | Sirrus, Inc. | Catalytic transesterification of ester compounds with groups reactive under transesterification conditions |
| CN105582961B (zh) * | 2014-10-24 | 2018-04-06 | 中国石油化工股份有限公司 | 1,4‑环己烷二甲酸二甲酯氢化催化剂 |
| US10501400B2 (en) | 2015-02-04 | 2019-12-10 | Sirrus, Inc. | Heterogeneous catalytic transesterification of ester compounds with groups reactive under transesterification conditions |
| AU2016357756B2 (en) | 2015-11-18 | 2021-09-30 | Provivi, Inc. | Production of fatty olefin derivatives via olefin metathesis |
| US10428177B2 (en) | 2016-06-03 | 2019-10-01 | Sirrus, Inc. | Water absorbing or water soluble polymers, intermediate compounds, and methods thereof |
| JP7153937B2 (ja) | 2017-02-17 | 2022-10-17 | プロビビ インコーポレイテッド | オレフィンメタセシスによるフェロモンおよび関連材料の合成方法 |
| GB201800276D0 (en) | 2018-01-08 | 2018-02-21 | Univ Court Univ St Andrews | Maganese-catalysed hydrogenation of esters |
| EP3994117B1 (de) | 2019-07-03 | 2024-07-03 | Basf Se | Hydrierung von estern zu alkoholen in gegenwart eines ru-pnn-komplexes |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101137601B (zh) * | 2005-04-05 | 2011-08-10 | 弗门尼舍有限公司 | 通过钌/二齿配体的络合物进行的酯的氢化 |
| WO2006106484A1 (en) | 2005-04-05 | 2006-10-12 | Firmenich Sa | Hydrogenation of esters with ru/tetradentate ligands complexes |
| CN101541716B (zh) * | 2006-11-27 | 2012-10-03 | 弗门尼舍有限公司 | 通过钌/二齿配位体的络合物进行的酯的氢化 |
| JP5849710B2 (ja) * | 2011-02-03 | 2016-02-03 | セントラル硝子株式会社 | β−フルオロアルコール類の製造方法 |
| EP2744815B1 (en) | 2011-08-18 | 2019-01-16 | Goussev, Dmitri | Hydrogenation and dehydrogenation catalyst, and methods of making and using the same |
-
2012
- 2012-05-16 GB GBGB1208589.0A patent/GB201208589D0/en not_active Ceased
-
2013
- 2013-05-16 WO PCT/EP2013/060150 patent/WO2013171302A1/en not_active Ceased
- 2013-05-16 BR BR112014028156A patent/BR112014028156A2/pt not_active Application Discontinuation
- 2013-05-16 EP EP13724563.5A patent/EP2850050B1/en active Active
- 2013-05-16 SG SG11201406503VA patent/SG11201406503VA/en unknown
- 2013-05-16 MX MX2014012447A patent/MX363196B/es unknown
- 2013-05-16 CN CN201380025207.8A patent/CN104284875B/zh active Active
- 2013-05-16 JP JP2015512059A patent/JP6279552B2/ja active Active
- 2013-05-16 US US14/398,076 patent/US9193651B2/en active Active
- 2013-05-16 IN IN8413DEN2014 patent/IN2014DN08413A/en unknown
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