WO2008060383A3 - Methods of making organic acid and organic aldehyde compounds by metathesis - Google Patents
Methods of making organic acid and organic aldehyde compounds by metathesis Download PDFInfo
- Publication number
- WO2008060383A3 WO2008060383A3 PCT/US2007/021935 US2007021935W WO2008060383A3 WO 2008060383 A3 WO2008060383 A3 WO 2008060383A3 US 2007021935 W US2007021935 W US 2007021935W WO 2008060383 A3 WO2008060383 A3 WO 2008060383A3
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- methods
- metathesis
- organic acid
- organic
- compounds
- 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
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/34—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with ozone; by hydrolysis of ozonides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
- C07C51/353—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by isomerisation; by change of size of the carbon skeleton
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
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.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US85136406P | 2006-10-13 | 2006-10-13 | |
| US60/851,364 | 2006-10-13 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| WO2008060383A2 WO2008060383A2 (en) | 2008-05-22 |
| WO2008060383A3 true WO2008060383A3 (en) | 2011-07-21 |
Family
ID=39402177
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/US2007/021935 Ceased WO2008060383A2 (en) | 2006-10-13 | 2007-10-15 | Methods of making organic acid and organic aldehyde compounds by metathesis |
Country Status (1)
| Country | Link |
|---|---|
| WO (1) | WO2008060383A2 (en) |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20030149299A1 (en) * | 2002-01-15 | 2003-08-07 | Board Of Trustees Of Michigan State University | Catalytic osmium-assisted oxidative cleavage of olefins |
-
2007
- 2007-10-15 WO PCT/US2007/021935 patent/WO2008060383A2/en not_active Ceased
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20030149299A1 (en) * | 2002-01-15 | 2003-08-07 | Board Of Trustees Of Michigan State University | Catalytic osmium-assisted oxidative cleavage of olefins |
Non-Patent Citations (3)
| Title |
|---|
| 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 * |
| 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 * |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2008060383A2 (en) | 2008-05-22 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| NENP | Non-entry into the national phase |
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