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WO2011067386A3 - Method for producing aliphatic aldehydes - Google Patents

Method for producing aliphatic aldehydes Download PDF

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Publication number
WO2011067386A3
WO2011067386A3 PCT/EP2010/068865 EP2010068865W WO2011067386A3 WO 2011067386 A3 WO2011067386 A3 WO 2011067386A3 EP 2010068865 W EP2010068865 W EP 2010068865W WO 2011067386 A3 WO2011067386 A3 WO 2011067386A3
Authority
WO
WIPO (PCT)
Prior art keywords
general formula
iii
aliphatic aldehydes
producing aliphatic
hydrogen
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.)
Ceased
Application number
PCT/EP2010/068865
Other languages
German (de)
French (fr)
Other versions
WO2011067386A2 (en
Inventor
Jörg Botzem
Andreas Lanver
Klaus Ebel
Karl Beck
Ulrich Griesbach
Ralf Pelzer
Achim Sorg
Nadja Pollmer
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
BASF SE
Original Assignee
BASF SE
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by BASF SE filed Critical BASF SE
Publication of WO2011067386A2 publication Critical patent/WO2011067386A2/en
Publication of WO2011067386A3 publication Critical patent/WO2011067386A3/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • 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
    • C07C45/62Preparation 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 hydrogenation of carbon-to-carbon double or triple bonds
    • 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
    • C07C45/67Preparation 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 isomerisation; by change of size of the carbon skeleton
    • C07C45/68Preparation 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 isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
    • C07C45/72Preparation 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 isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups
    • C07C45/74Preparation 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 isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups combined with dehydration
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11BPRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
    • C11B9/00Essential oils; Perfumes
    • C11B9/0007Aliphatic compounds
    • C11B9/0015Aliphatic compounds containing oxygen as the only heteroatom

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

The invention relates to a method for producing aliphatic aldehydes of the general formula (I) by reacting aldehyde of the general formula (II) with an aldehyde of the general formula (III), where R1 is hydrogen or a methyl group, R2 is a straight-chain or branched alkyl radical having 1 to 4 carbon atoms, and the two X are each hydrogen or together are a further C-C bond, in the presence of an aldol condensation catalyst to form the substituted octenal of the general formula (I) and subsequently optionally hydration, either continuously or in batches, to form the corresponding octanal of the formula (I). The invention is characterized in that the aldehydes of the general formula III and II are used in a molar ratio of III:II between 1.4:1 and 0.6:1.
PCT/EP2010/068865 2009-12-04 2010-12-03 Method for producing aliphatic aldehydes Ceased WO2011067386A2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP09178052 2009-12-04
EP09178052.8 2009-12-04

Publications (2)

Publication Number Publication Date
WO2011067386A2 WO2011067386A2 (en) 2011-06-09
WO2011067386A3 true WO2011067386A3 (en) 2011-10-13

Family

ID=43911613

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2010/068865 Ceased WO2011067386A2 (en) 2009-12-04 2010-12-03 Method for producing aliphatic aldehydes

Country Status (1)

Country Link
WO (1) WO2011067386A2 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8889920B2 (en) 2010-02-12 2014-11-18 Basf Se Process for preparing 4-isopropylcyclohexylmethanol

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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
US8609903B2 (en) 2010-04-01 2013-12-17 Basf Se Process for preparing hydroxy-substituted aromatic aldehydes
US9556108B2 (en) 2014-07-10 2017-01-31 Mallinckrodt Llc Process for preparing substituted phenylalkanes
US20210122693A1 (en) * 2018-05-11 2021-04-29 Takasago International Corporation Dienal compound and flavor composition

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0252378A1 (en) * 1986-07-05 1988-01-13 BASF Aktiengesellschaft Aliphatic aldehydes, method for their production and their application as perfume agents

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19611976A1 (en) 1996-03-26 1997-10-02 Basf Ag Process and reactor for carrying out material conversions with catalysts suspended in liquids
DE10231944A1 (en) 2002-07-15 2004-01-29 Basf Ag Process for the continuous hydrogenation of citral to citronellal

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0252378A1 (en) * 1986-07-05 1988-01-13 BASF Aktiengesellschaft Aliphatic aldehydes, method for their production and their application as perfume agents

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8889920B2 (en) 2010-02-12 2014-11-18 Basf Se Process for preparing 4-isopropylcyclohexylmethanol

Also Published As

Publication number Publication date
WO2011067386A2 (en) 2011-06-09

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