JP2015504436A5 - - Google Patents
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- Publication number
- JP2015504436A5 JP2015504436A5 JP2014542839A JP2014542839A JP2015504436A5 JP 2015504436 A5 JP2015504436 A5 JP 2015504436A5 JP 2014542839 A JP2014542839 A JP 2014542839A JP 2014542839 A JP2014542839 A JP 2014542839A JP 2015504436 A5 JP2015504436 A5 JP 2015504436A5
- Authority
- JP
- Japan
- Prior art keywords
- mmol
- isoprenol
- cyclohexanone
- prenol
- prenal
- 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
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 14
- YGHRJJRRZDOVPD-UHFFFAOYSA-N 3-methylbutanal Chemical compound CC(C)CC=O YGHRJJRRZDOVPD-UHFFFAOYSA-N 0.000 description 8
- CPJRRXSHAYUTGL-UHFFFAOYSA-N isopentenyl alcohol Chemical compound CC(=C)CCO CPJRRXSHAYUTGL-UHFFFAOYSA-N 0.000 description 7
- 239000000203 mixture Substances 0.000 description 7
- PHTQWCKDNZKARW-UHFFFAOYSA-N isoamylol Chemical compound CC(C)CCO PHTQWCKDNZKARW-UHFFFAOYSA-N 0.000 description 6
- ASUAYTHWZCLXAN-UHFFFAOYSA-N prenol Chemical compound CC(C)=CCO ASUAYTHWZCLXAN-UHFFFAOYSA-N 0.000 description 6
- 238000010992 reflux Methods 0.000 description 5
- SEPQTYODOKLVSB-UHFFFAOYSA-N 3-methylbut-2-enal Chemical compound CC(C)=CC=O SEPQTYODOKLVSB-UHFFFAOYSA-N 0.000 description 4
- 239000012300 argon atmosphere Substances 0.000 description 4
- 238000001816 cooling Methods 0.000 description 4
- 239000011541 reaction mixture Substances 0.000 description 4
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 3
- 238000006356 dehydrogenation reaction Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201161563635P | 2011-11-25 | 2011-11-25 | |
| US61/563,635 | 2011-11-25 | ||
| EP11190852.1A EP2597081A1 (en) | 2011-11-25 | 2011-11-25 | Process for preparing 3-substituted 2-alkenals, in particular prenal |
| EP11190852.1 | 2011-11-25 | ||
| PCT/EP2012/073422 WO2013076226A1 (en) | 2011-11-25 | 2012-11-23 | Process for preparing 3-substituted 2-alkenals, in particular prenal |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2015504436A JP2015504436A (ja) | 2015-02-12 |
| JP2015504436A5 true JP2015504436A5 (cg-RX-API-DMAC7.html) | 2017-01-26 |
| JP6091516B2 JP6091516B2 (ja) | 2017-03-08 |
Family
ID=45218300
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014542839A Expired - Fee Related JP6091516B2 (ja) | 2011-11-25 | 2012-11-23 | ３−置換２−アルケナール、特にプレナールの調製方法 |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US9000227B2 (cg-RX-API-DMAC7.html) |
| EP (2) | EP2597081A1 (cg-RX-API-DMAC7.html) |
| JP (1) | JP6091516B2 (cg-RX-API-DMAC7.html) |
| CN (1) | CN103958451B (cg-RX-API-DMAC7.html) |
| ES (1) | ES2566377T3 (cg-RX-API-DMAC7.html) |
| IN (1) | IN2014CN04686A (cg-RX-API-DMAC7.html) |
| MX (1) | MX348373B (cg-RX-API-DMAC7.html) |
| WO (1) | WO2013076226A1 (cg-RX-API-DMAC7.html) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104926631A (zh) * | 2015-05-30 | 2015-09-23 | 吉林众鑫化工集团有限公司 | 一种以3-甲基-3-丁烯基-1醇制备异戊醛的方法 |
| CN110368937B (zh) * | 2019-08-09 | 2022-02-22 | 中触媒新材料股份有限公司 | 一种3-甲基-2-丁烯-1-醇合成异戊烯醛的方法 |
| EP4081505A1 (en) | 2019-12-23 | 2022-11-02 | DSM IP Assets B.V. | Dehydrogenation process |
| WO2025257295A1 (en) * | 2024-06-13 | 2025-12-18 | Firmenich Sa | Process for preparing carbonyl compounds |
Family Cites Families (38)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1061045A (en) * | 1963-11-28 | 1967-03-08 | Ici Ltd | Dehydrogenation of alcohols |
| JPS57192326A (en) * | 1981-05-19 | 1982-11-26 | Sagami Chem Res Center | Preparation of unsaturated carbonyl compound |
| FR2537576B1 (fr) * | 1982-12-08 | 1987-07-10 | Rhone Poulenc Sa | Procede d'oxydation d'alcools en composes carbonyles correspondants |
| DE19722567A1 (de) | 1997-05-28 | 1998-12-03 | Basf Ag | Verfahren zur kontinuierlichen technischen Herstellung ungesättigter aliphatischer Aldehyde in einem Rohrbündelreaktor |
| JP4101346B2 (ja) * | 1998-02-18 | 2008-06-18 | ダイセル化学工業株式会社 | 酸化触媒系及びそれを用いた酸化方法 |
| JP4197890B2 (ja) * | 2001-05-24 | 2008-12-17 | 興和創薬株式会社 | 第一級アリルアルコール類の酸化方法 |
| JP4140213B2 (ja) * | 2001-06-20 | 2008-08-27 | 三菱化学株式会社 | カルボニル化合物の製造方法 |
| JP4110844B2 (ja) * | 2002-06-10 | 2008-07-02 | 三菱化学株式会社 | ヒドロキシアルデヒド類の製造方法 |
| JP4089310B2 (ja) | 2002-06-28 | 2008-05-28 | 三菱化学株式会社 | ルテニウム錯体触媒の分離方法 |
| WO2008037693A1 (de) | 2006-09-26 | 2008-04-03 | Basf Se | Kontinuierliches verfahren zur herstellung von citral |
| JP2008214289A (ja) | 2007-03-06 | 2008-09-18 | Mitsubishi Chemicals Corp | カルボニル化合物の製造方法 |
| US20100130758A1 (en) * | 2007-03-09 | 2010-05-27 | Kiyotomi Kaneda | Method for producing carbonyl compound |
| DE102008011767B4 (de) | 2008-02-28 | 2012-07-26 | Basf Se | Verfahren zur Herstellung von olefinisch ungesättigten Carbonylverbindungen durch oxidative Dehydrierung von Alkoholen |
| WO2010032770A1 (ja) | 2008-09-19 | 2010-03-25 | 昭和電工株式会社 | アルコールの水素移動反応に用いる触媒、その製造方法、及びカルボニル基含有化合物の製造方法 |
| JP2010184877A (ja) | 2009-02-10 | 2010-08-26 | Mitsubishi Chemicals Corp | カルボニル化合物の製造方法 |
| US8367875B2 (en) | 2010-02-11 | 2013-02-05 | Basf Se | Process for the preparation of m-substituted alkyltoluenes by isomerization with ionic liquids as catalysts |
| US8450534B2 (en) | 2010-03-24 | 2013-05-28 | Basf Se | Process for preparing 4-cyclohexyl-2-methyl-2-butanol |
| US8609903B2 (en) | 2010-04-01 | 2013-12-17 | Basf Se | Process for preparing hydroxy-substituted aromatic aldehydes |
| US8697834B2 (en) | 2010-05-31 | 2014-04-15 | Basf Se | Polyalkylenepolyamines by homogeneously catalyzed alcohol amination |
| US8741988B2 (en) | 2010-06-15 | 2014-06-03 | Basf Se | Use of cyclic carbonates in epoxy resin compositions |
| US8901350B2 (en) | 2010-06-29 | 2014-12-02 | Basf Se | Process for the preparation of formic acid |
| US8791297B2 (en) | 2010-06-29 | 2014-07-29 | Basf Se | Process for preparing formic acid by reaction of carbon dioxide with hydrogen |
| US8877965B2 (en) | 2010-06-29 | 2014-11-04 | Basf Se | Process for preparing formic acid by reaction of carbon dioxide with hydrogen |
| US8563787B2 (en) | 2010-10-05 | 2013-10-22 | Basf Se | Preparation of homoallyl alcohols in the presence of noncovalently supported ionic liquid phase catalysts under gas-phase reaction conditions |
| US8563781B2 (en) | 2010-10-07 | 2013-10-22 | Basf Se | Process for preparing ketones, in particular macrocyclic ketones |
| US20120157711A1 (en) | 2010-12-21 | 2012-06-21 | Basf Se | Process for preparing formic acid by reacting carbon dioxide with hydrogen |
| US8957260B2 (en) | 2011-02-07 | 2015-02-17 | Basf Se | Process for the oxidation of mesitol |
| US8912361B2 (en) | 2011-03-08 | 2014-12-16 | Basf Se | Process for preparing di-, tri- and polyamines by homogeneously catalyzed alcohol amination |
| US9193666B2 (en) | 2011-03-08 | 2015-11-24 | Basf Se | Process for preparing alkanolamines by homogeneously catalyzed alcohol amination |
| US8785693B2 (en) | 2011-03-08 | 2014-07-22 | Basf Se | Process for the preparation of primary amines by homogeneously catalyzed alcohol amination |
| US8637709B2 (en) | 2011-03-08 | 2014-01-28 | Basf Se | Process for the preparation of primary amines by homogeneously catalyzed alcohol amination |
| US8648031B2 (en) | 2011-06-30 | 2014-02-11 | Basf Se | Macrocyclic lactones |
| US8410293B2 (en) | 2011-06-30 | 2013-04-02 | Basf Se | Process for the preparation of cyclic enol ethers |
| US20130012739A1 (en) | 2011-07-07 | 2013-01-10 | Basf Se | Process for preparing formic acid by reacting carbon dioxide with hydrogen |
| US8703994B2 (en) | 2011-07-27 | 2014-04-22 | Basf Se | Process for preparing formamides and formic esters |
| US9056812B2 (en) | 2011-09-16 | 2015-06-16 | Basf Se | Process for preparing 4-cyclohexyl-2-methyl-2-butanol |
| US20130090496A1 (en) | 2011-10-07 | 2013-04-11 | Basf Se | Process for preparing formic acid by reacting carbon dioxide with hydrogen |
| US8877977B2 (en) | 2011-11-25 | 2014-11-04 | Basf Se | Synthesis of polyalkylenepolyamines having a low color index by homogeneously catalyzed alcohol amination in the presence of hydrogen |
-
2011
- 2011-11-25 EP EP11190852.1A patent/EP2597081A1/en not_active Withdrawn
-
2012
- 2012-11-23 CN CN201280057414.7A patent/CN103958451B/zh not_active Expired - Fee Related
- 2012-11-23 ES ES12788570.5T patent/ES2566377T3/es active Active
- 2012-11-23 WO PCT/EP2012/073422 patent/WO2013076226A1/en not_active Ceased
- 2012-11-23 MX MX2014005869A patent/MX348373B/es active IP Right Grant
- 2012-11-23 US US14/360,323 patent/US9000227B2/en not_active Expired - Fee Related
- 2012-11-23 IN IN4686CHN2014 patent/IN2014CN04686A/en unknown
- 2012-11-23 JP JP2014542839A patent/JP6091516B2/ja not_active Expired - Fee Related
- 2012-11-23 EP EP12788570.5A patent/EP2782895B1/en not_active Not-in-force
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