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 |
|---|---|---|---|
| GBGB1208589.0A GB201208589D0 (en) | 2012-05-16 | 2012-05-16 | Improvements in or relating to organic compounds |
| GB1208589.0 | 2012-05-16 | ||
| 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 (OSRAM) | 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 (OSRAM) |
| EP (1) | EP2850050B1 (OSRAM) |
| JP (1) | JP6279552B2 (OSRAM) |
| CN (1) | CN104284875B (OSRAM) |
| BR (1) | BR112014028156A2 (OSRAM) |
| GB (1) | GB201208589D0 (OSRAM) |
| IN (1) | IN2014DN08413A (OSRAM) |
| MX (1) | MX363196B (OSRAM) |
| SG (1) | SG11201406503VA (OSRAM) |
| WO (1) | WO2013171302A1 (OSRAM) |
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 |
| CN105829330B (zh) | 2013-12-18 | 2019-08-16 | 弗门尼舍有限公司 | 使用Fe/三齿配体络合物对酯的氢化 |
| 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 |
| CN110603240B (zh) | 2017-02-17 | 2022-11-15 | 普罗维维公司 | 通过烯烃复分解合成信息素和相关物质 |
| GB201800276D0 (en) | 2018-01-08 | 2018-02-21 | Univ Court Univ St Andrews | Maganese-catalysed hydrogenation of esters |
| CN114080379B (zh) | 2019-07-03 | 2024-02-23 | 巴斯夫欧洲公司 | 在Ru-PNN配合物存在下将酯类氢化为醇类 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2006106484A1 (en) * | 2005-04-05 | 2006-10-12 | Firmenich Sa | Hydrogenation of esters with ru/tetradentate ligands complexes |
| WO2006106483A1 (en) | 2005-04-05 | 2006-10-12 | Firmenich Sa | Hydrogenation of esters with ru/bidentate ligands complexes |
| DE602007005027D1 (de) * | 2006-11-27 | 2010-04-08 | Firmenich & Cie | Hydrierung von estern mit ru/bidentat-ligand-komplexen |
| 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 |
| CN103857687B (zh) | 2011-08-18 | 2020-10-16 | 德米特里·顾塞维 | 氢化和脱氢催化剂、以及制备和使用它们的方法 |
-
2012
- 2012-05-16 GB GBGB1208589.0A patent/GB201208589D0/en not_active Ceased
-
2013
- 2013-05-16 US US14/398,076 patent/US9193651B2/en active Active
- 2013-05-16 IN IN8413DEN2014 patent/IN2014DN08413A/en unknown
- 2013-05-16 CN CN201380025207.8A patent/CN104284875B/zh active Active
- 2013-05-16 WO PCT/EP2013/060150 patent/WO2013171302A1/en not_active Ceased
- 2013-05-16 SG SG11201406503VA patent/SG11201406503VA/en unknown
- 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 MX MX2014012447A patent/MX363196B/es unknown
- 2013-05-16 JP JP2015512059A patent/JP6279552B2/ja active Active
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