Title:
METHODS OF MAKING ORGANIC ACID AND ORGANIC ALDEHYDE COMPOUNDS BY METATHESIS
Document Type and Number:
WIPO Patent Application WO/2008/060383
Kind Code:
A3
Abstract:
The invention is directed to methods of making organic compounds (e.g., organic acid or aldehyde compounds) by metathesis followed by oxidation and either oxidative or reductive cleavage. The methods may be used to make certain industrially important organic acid compounds, for example, azelaic acid. The methods of the invention make use of a cross-metathesis step with a short-chain olefin to chemically modify the starting composition in order to produce a functionalized alkene intermediate that has a pre-determined carbon-carbon double bond position. Upon separation of the functionalized alkene intermediate from the other cross-metathesis products, it is oxidized and then may be oxidatively cleaved to form an organic acid or reductively cleaved to form an aldehyde.
Inventors:
ABRAHAM TIMOTHY W
KAIDO HIROKI
LEE CHOON WOO
PEDERSON RICHARD L
SCHRODI YANN
TUPY MICHAEL JOHN
UPTAIN KEVIN D
KAIDO HIROKI
LEE CHOON WOO
PEDERSON RICHARD L
SCHRODI YANN
TUPY MICHAEL JOHN
UPTAIN KEVIN D
Application Number:
PCT/US2007/021935
Publication Date:
July 21, 2011
Filing Date:
October 15, 2007
Export Citation:
Assignee:
ELEVANCE RENEWABLE SCIENCES
MATERIA INC
ABRAHAM TIMOTHY W
KAIDO HIROKI
LEE CHOON WOO
PEDERSON RICHARD L
SCHRODI YANN
TUPY MICHAEL JOHN
UPTAIN KEVIN D
MATERIA INC
ABRAHAM TIMOTHY W
KAIDO HIROKI
LEE CHOON WOO
PEDERSON RICHARD L
SCHRODI YANN
TUPY MICHAEL JOHN
UPTAIN KEVIN D
International Classes:
C07C51/34; B01J31/18; C07C51/353; C07C55/14; C07C55/18
Foreign References:
| US20030149299A1 | 2003-08-07 |
Other References:
WARWEL S. ET AL: "Synthesis of Dicarboxylic Acids by Transition-metal Catal yzed Oxidative Cleavage of Terminal Unsaturated Fatty Acids", TOPICS IN CURR. CHEM., vol. 164, 1993, pages 79 - 98
MOL J.C.: "Catalytic Metathesis of Unsaturated Fatty Acid Esters and Oils", TOPICS IN CATAL., vol. 27, no. 1-4, February 2004 (2004-02-01), pages 97 - 104, XP002481667, DOI: doi:10.1023/B:TOCA.0000013544.89226.c4
PATEL J. ET AL: "Cross-metathesis of Unsaturated Natural Oils with 2-Butene . High Conversion and Productive Catalyst Turnovers", CHEM. COMMUN., 5 October 2005 (2005-10-05), pages 5546 - 5547
MOL J.C.: "Catalytic Metathesis of Unsaturated Fatty Acid Esters and Oils", TOPICS IN CATAL., vol. 27, no. 1-4, February 2004 (2004-02-01), pages 97 - 104, XP002481667, DOI: doi:10.1023/B:TOCA.0000013544.89226.c4
PATEL J. ET AL: "Cross-metathesis of Unsaturated Natural Oils with 2-Butene . High Conversion and Productive Catalyst Turnovers", CHEM. COMMUN., 5 October 2005 (2005-10-05), pages 5546 - 5547
Attorney, Agent or Firm:
PIOLI, Janet, A. et al. (P.O. Box 10087Chicago, IL, US)
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