WO2004002980A3 - Method for synthesizing coumarin and the derivatives thereof - Google Patents

Method for synthesizing coumarin and the derivatives thereof Download PDF

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Publication number
WO2004002980A3
WO2004002980A3 PCT/EP2003/006987 EP0306987W WO2004002980A3 WO 2004002980 A3 WO2004002980 A3 WO 2004002980A3 EP 0306987 W EP0306987 W EP 0306987W WO 2004002980 A3 WO2004002980 A3 WO 2004002980A3
Authority
WO
WIPO (PCT)
Prior art keywords
acid derivatives
carboxylic acid
nafion
carboxylic acids
synthesizing
Prior art date
Application number
PCT/EP2003/006987
Other languages
German (de)
French (fr)
Other versions
WO2004002980A2 (en
Inventor
Wolfgang Hoelderich
Monika Cornelia Laufer
Original Assignee
Gruenenthal Gmbh
Wolfgang Hoelderich
Monika Cornelia Laufer
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
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=29796059&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=WO2004002980(A3) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Gruenenthal Gmbh, Wolfgang Hoelderich, Monika Cornelia Laufer filed Critical Gruenenthal Gmbh
Priority to AU2003246651A priority Critical patent/AU2003246651A1/en
Publication of WO2004002980A2 publication Critical patent/WO2004002980A2/en
Publication of WO2004002980A3 publication Critical patent/WO2004002980A3/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
    • C07D311/06—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 2
    • C07D311/20—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 2 hydrogenated in the hetero ring
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/584—Recycling of catalysts

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)

Abstract

The invention relates to an environmentally friendly, heterocatalytic method for synthesizing coumarins based on phenols and carboxylic acids/carboxylic acid derivatives or ß-keto carboxylic acids/carboxylic acid derivatives. Alkylation of the aromatic phenol ring is assisted by an additional functional group of the carboxylic acids/carboxylic acid derivatives while the coumarin unit is formed. High yields can be obtained by using Nafion-silica composite materials. Particularly silica composites that are loaded with 20 to 80 percent of Nafion have a very high activity (compared with pure Nafion resin) due to the high number of acidic cores in connection with the improved active surface thereof. An efficient Pechmann reaction can be carried out by simple preparation in toluene, the catalyst being recyclable and/or regenerable.
PCT/EP2003/006987 2002-07-01 2003-07-01 Method for synthesizing coumarin and the derivatives thereof WO2004002980A2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU2003246651A AU2003246651A1 (en) 2002-07-01 2003-07-01 Method for synthesizing coumarin and the derivatives thereof

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE10229462A DE10229462A1 (en) 2002-07-01 2002-07-01 Process for the synthesis of coumarin and its derivatives
DE10229462.3 2002-07-01

Publications (2)

Publication Number Publication Date
WO2004002980A2 WO2004002980A2 (en) 2004-01-08
WO2004002980A3 true WO2004002980A3 (en) 2004-03-04

Family

ID=29796059

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2003/006987 WO2004002980A2 (en) 2002-07-01 2003-07-01 Method for synthesizing coumarin and the derivatives thereof

Country Status (3)

Country Link
AU (1) AU2003246651A1 (en)
DE (1) DE10229462A1 (en)
WO (1) WO2004002980A2 (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ES2462816B1 (en) * 2012-11-22 2015-05-29 Universidad Nacional De Educación A Distancia Synthesis procedure of coumarins catalyzed by basic inorganic-organic hybrid mesoporous solids and coumarins thus obtained

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
CHAUDHARI D D: "HETEROGENEOUS CATALYSIS BY SOLID SUPERACID: NAFION-H-CATALYSED VON PECHMANN CONDENSATION", CHEMISTRY AND INDUSTRY. CHEMISTRY AND INDUSTRY REVIEW, CHEMICAL SOCIETY. LETCHWORTH, GB, vol. 14, 18 July 1983 (1983-07-18), pages 568 - 569, XP000652169, ISSN: 0009-3068 *
LAUFER M C ET AL: "Synthesis of 7-hydroxycoumarins by Pechmann reaction using Nafion resin/silica nanocomposites as catalysts", JOURNAL OF CATALYSIS, ACADEMIC PRESS, DULUTH, MN, US, vol. 218, no. 2, 10 September 2003 (2003-09-10), pages 315 - 320, XP004438062, ISSN: 0021-9517 *
SCHNEIDER M ET AL: "Industrial application of Nafion-systems in rearrangement-aromatisat ion, transesterification, alkylation, and ring-closure reactions", APPLIED CATALYSIS A: GENERAL, ELSEVIER SCIENCE, AMSTERDAM, NL, vol. 220, no. 1-2, 25 October 2001 (2001-10-25), pages 51 - 58, XP004308362, ISSN: 0926-860X *

Also Published As

Publication number Publication date
AU2003246651A1 (en) 2004-01-19
DE10229462A1 (en) 2004-08-26
WO2004002980A2 (en) 2004-01-08

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