CN103958451B - 制备3-取代的2-链烯醛、特别是异戊烯醛的方法 - Google Patents

制备3-取代的2-链烯醛、特别是异戊烯醛的方法 Download PDF

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CN103958451B
CN103958451B CN201280057414.7A CN201280057414A CN103958451B CN 103958451 B CN103958451 B CN 103958451B CN 201280057414 A CN201280057414 A CN 201280057414A CN 103958451 B CN103958451 B CN 103958451B
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alkyl
hydrogen
formula
aryl
cycloalkyl
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CN103958451A (zh
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T·绍布
B·布伦纳
K·埃贝尔
R·帕切洛
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/65Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by splitting-off hydrogen atoms or functional groups; by hydrogenolysis of functional groups
    • C07C45/66Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by splitting-off hydrogen atoms or functional groups; by hydrogenolysis of functional groups by dehydration
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/002Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by dehydrogenation
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/27Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
    • C07C45/29Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation of hydroxy groups

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Catalysts (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
CN201280057414.7A 2011-11-25 2012-11-23 制备3-取代的2-链烯醛、特别是异戊烯醛的方法 Expired - Fee Related CN103958451B (zh)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US201161563635P 2011-11-25 2011-11-25
EP11190852.1A EP2597081A1 (en) 2011-11-25 2011-11-25 Process for preparing 3-substituted 2-alkenals, in particular prenal
US61/563,635 2011-11-25
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

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CN103958451A CN103958451A (zh) 2014-07-30
CN103958451B true CN103958451B (zh) 2016-03-02

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US (1) US9000227B2 (enExample)
EP (2) EP2597081A1 (enExample)
JP (1) JP6091516B2 (enExample)
CN (1) CN103958451B (enExample)
ES (1) ES2566377T3 (enExample)
IN (1) IN2014CN04686A (enExample)
MX (1) MX348373B (enExample)
WO (1) WO2013076226A1 (enExample)

Families Citing this family (4)

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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
JP2023506144A (ja) * 2019-12-23 2023-02-15 ディーエスエム アイピー アセッツ ビー.ブイ. 脱水素化方法
WO2025257295A1 (en) * 2024-06-13 2025-12-18 Firmenich Sa Process for preparing carbonyl compounds

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1061045A (en) * 1963-11-28 1967-03-08 Ici Ltd Dehydrogenation of alcohols
EP2130583A1 (en) * 2007-03-09 2009-12-09 Daicel Chemical Industries, Ltd. Method for producing carbonyl compound

Family Cites Families (36)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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
DE102008011767B4 (de) 2008-02-28 2012-07-26 Basf Se Verfahren zur Herstellung von olefinisch ungesättigten Carbonylverbindungen durch oxidative Dehydrierung von Alkoholen
JP5469607B2 (ja) 2008-09-19 2014-04-16 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
US8877965B2 (en) 2010-06-29 2014-11-04 Basf Se Process for preparing formic acid by reaction of carbon dioxide with hydrogen
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
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
US9193666B2 (en) 2011-03-08 2015-11-24 Basf Se Process for preparing alkanolamines by homogeneously catalyzed alcohol amination
US8912361B2 (en) 2011-03-08 2014-12-16 Basf Se Process for preparing di-, tri- and polyamines 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

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1061045A (en) * 1963-11-28 1967-03-08 Ici Ltd Dehydrogenation of alcohols
EP2130583A1 (en) * 2007-03-09 2009-12-09 Daicel Chemical Industries, Ltd. Method for producing carbonyl compound

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
Catalytic dehydrogenation of primary and secondary alcohols by Ru(OCOCF3)2(CO)(PPh3)2;Alan Dobscn等;《Journal of Organometallic Chemistry》;19750325;第87卷(第3期);4855-4859 *
Selective oxidation of alcohol function in allylic alcohols to .alpha.,.beta.-unsaturated carbonyl compounds catalyzed by zirconocene complexes;Tatsuya Nakano等;《J. Org. Chem.》;19871001;第52卷(第22期);c52-c53 *

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Publication number Publication date
MX348373B (es) 2017-06-06
US20140323770A1 (en) 2014-10-30
IN2014CN04686A (enExample) 2015-09-18
CN103958451A (zh) 2014-07-30
JP6091516B2 (ja) 2017-03-08
JP2015504436A (ja) 2015-02-12
ES2566377T3 (es) 2016-04-12
EP2782895A1 (en) 2014-10-01
EP2782895B1 (en) 2016-02-24
EP2597081A1 (en) 2013-05-29
US9000227B2 (en) 2015-04-07
MX2014005869A (es) 2014-06-23
WO2013076226A1 (en) 2013-05-30

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