CAS: 13058-52-1; 9(Z),11(E)-Conjugated Linoleic Acid Methyl Ester

上下游产品

eleostearic acid linoleic acid methyl ester (E)-12-Methanesulfonyloxy-°Ctadec-9-enoic acid methyl ester methanoldeca-1,3-diene °Ct-1-ene methyl 9-decenoate tetradec-7-ene

📜亚油酸甲酯置于chloro(1,5-Cyclooctadiene)Rhodium(I) Dimer,Tin(Ll) Chloride 乙醇,三对苯甲基膦体系中,化学反应 24.0H,以87.1%的收率获得9C,11Tr-共轭亚油酸甲酯
参考文献:Elucidation Of Structural Isomers From The Homogeneous Rhodium-Catalyzed Isomerization Of Vegetable Oils
标题:Elucidation Of Structural Isomers From The Homogeneous Rhodium-Catalyzed Isomerization Of Vegetable Oils
摘要:The Structural Isomers Formed By The Homogeneous Rhodium-Catalyzed Isomerization Of Several Vegetable Oils Have Been Elucidated. A Detailed Study Of The Isomerization Of The Model Compound Methyl Linoleate Has Been Performed To Correlate The Distribution Of Conjugated Isomers,The Reaction Kinetics,And The Mechanism Of The Reaction. It Has Been Shown That [rhcl(C8H8)(2)](2) Is A Highly Efficient And Selective Isomerization Catalyst For The Production Of Highly Conjugated Vegetable Oils With A High Conjugated Linoleic Acid (Cla) Content,Which Is Highly Desirable In The Food Industry. The Combined Fraction Of The Two Major Cla Isomers [(9Z,11E)-Cla And (10E,12Z)-Cla] In The Overall Cla Mixture Is In The Range From 76.2% To 93.4%. The High Efficiency And Selectivity Of This Isomerization Method Along With The Straightforward Purification Process Render This Approach Highly Promising For The Preparation Of Conjugated Oils And Cla. Proposed Improvements In Catalyst Recovery And Reusability Will Only Make This Method More Appealing To The Food,Paint,Coating,And Polymer Industries In The Future.
Doi:10.1021/jf0612124

专利信息

专利号:US-6342619-B2
优先权日:1999-04-01
标题:Synthesis of conjugated fatty acid
发明人：SEIDEL MICHAEL C
摘要:A synthesis process is disclosed for producing a conjugated fatty acid at specified temperature in high yield, including providing an ester of a fatty acid having somewhere in its carbon chain a chain of four carbon atoms such that carbon one bears one hydrogen and one hydroxyl group, carbon two bears two hydrogen atoms, and a double bond is positioned between carbon three and carbon four and reacting with a chloride selected from the group consisting of toluenesulfonyl chloride, methanesulfonyl chloride, benzenesulfonyl chloride, alkylsulfonyl chloride, and arylsulfonyl chloride at a temperature in the range of 10° C.-100° C., preferably 20° C.-50° C. The synthesis process provides a conjugated fatty acid formed from the ester reacted with diazabicycloundecene. In one aspect, the ester is formed in a pyridine solvent. In one aspect, a mesylate is formed with mesyl chloride in acetonitrile and triethyl amine. In one aspect, the reaction with diazabicyclo-undecene is conducted in a polar, non-hydroxylic solvent of acetonitrile to form a preferred isomer at the specified temperature in high yield.

专利号:US-6160141-A
优先权日:1997-02-18
标 题 :Synthesis of conjugated eicosadienoic acid
发明人：SEIDEL MICHAEL C
摘要:A synthesis process for producing 11-cis, 13-trans eicosadienoic acid at room temperature in high yield is disclosed, including providing a tosylate or mesylate of a methyl lesquerolate and 11-cis, 13-trans eicosadienoic acid formed when the tosylate or mesylate reacts with diazabicyclo-undecene. In one aspect, the tosylate of the methyl lesquerolate is formed with tosyl chloride in a pyridine solvent. In one aspect, the mesylate of the methyl lesquerolate is formed with mesyl chloride in acetonitrile and triethyl amine. In one aspect, the tosylate or mesylate is reacted with diazabicyclo-undecene in a polar, non-hydroxylic solvent of acetonitrile to form the preferred isomer of 11-cis, 13-trans eicosadienoic acid at room temperature in high yield.

专利号:US-5892074-A
优先权日:1997-02-18
标 题:Synthesis of conjugated linoleic acid (CLA)
发明人：SEIDEL MICHAEL C
摘要:A synthesis process for producing 9-cis, 11-trans octadecadienoic acid at room temperature in high yield is disclosed, including providing a tosylate or mesylate of a methyl ester of ricinoleic acid and 9-cis, 11-trans octadecadienoic acid formed when the tosylate or mesylate reacts with diazabicyclo-undecene. In one aspect, the tosylate of the methyl ester of ricinoleic acid is formed with tosyl chloride in a pyridine solvent. In one aspect, the mesylate of the methyl ester of ricinoleic acid is formed with mesyl chloride in acetonitrile and triethyl amine. In one aspect, the tosylate or mesylate is reacted with diazabicyclo-undecene in a polar, non-hydoxylic solvent of acetonitrile to form the preferred isomer of 9-cis, 11-trans octadecadienoic acid at room temperature in high yield.

专利号:US-6153774-A
优先权日:1997-02-18
标 题 :Silver ion chromatography of high purity conjugated linoleic acid (CLA)
发明人：SEIDEL MICHAEL C
摘要:A method for providing a purified conjugated linoleic acid (CLA) is disclosed. The purified conjugated linoleic acid (CLA) is formed by separating by liquid chromatography a 9-cis, 11-trans octadecadienoic acid formed by a novel synthesis of reacting an ester of ricinoleic acid with a tosyl chloride or a mesyl chloride to form a tosylate or mesylate of an ester of ricinoleic acid, and reacting the tosylate or mesylate of an ester of ricinoleic acid with diazabicyclo-undecene. Reacting an ester of ricinoleic acid with a tosyl chloride or a mesyl chloride to form a tosylate or mesylate of an ester of ricinoleic acid, and reacting the tosylate or mesylate of an ester of ricinoleic acid with diazabicyclo-undecene forms a 9-cis, 11-trans octadecadienoic acid having a purity greater than 50%, and separating by liquid chromatography forms a 9-cis, 11-trans octadecadienoic acid having a purity greater than 90%. In one aspect, the liquid chromatography uses a strong acid macroreticular ion exchange resin. In one aspect, the liquid chromatography includes silver ion liquid chromatography.

专利号:US-6319950-B1
优先权日:1997-02-18
标 题 :Suppression of carcinoma using high purity conjugated linoleic acid (CLA)
发明人：SEIDEL MICHAEL C
摘要:A method for the treatment of carcinoma in a human is disclosed, including administering to a human a therapeutically effective amount of 9-cis, 11-trans octadecadienoic acid formed by reacting an ester of ricinoleic acid with a tosyl chloride or a mesyl chloride to form a tosylate or mesylate of an ester of ricinoleic acid, and reacting the tosylate or mesylate of an ester of ricinoleic acid with diazabicyclo-undecene. The method includes administering to a human a purified conjugated linoleic acid (CLA) produced by a novel synthesis process for producing 9-cis, 11-trans octadecadienoic acid at room temperature in high yield including providing a tosylate or mesylate of a methyl ester of ricinoleic acid and providing a purified 9-cis, 11-trans octadecadienoic acid formed when the tosylate or mesylate reacts with diazabicyclo-undecene.