CAS: 1577-22-6; 5-Hexenoicacid

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821-41-0 2396-80-7 1119-60-4

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四氢吡喃-2-甲醇置于吡啶,氯化亚砜,Sodium,铬酸体系中,用 乙醚,水,丙酮 用作溶剂,化学反应 30.0H,反应生成5-己烯酸
参考文献:Single Electron Transfer Mechanism In The Reaction Of 1,3-Dithianyllithium And Alkyl Iodides
标题:Single Electron Transfer Mechanism In The Reaction Of 1,3-Dithianyllithium And Alkyl Iodides
摘要:The Reaction Between 2-Lithio-1,3-Dithiane And Optically Active (R)-2-Iodooctane Was Found To Proceed With Complete Inversion Of Configuration. This Result Suggests That The S(N)2 (Rather Than Single Electron Transfer (Set) Mechanism Is The Preferred Pathway For Reaction Between Dithianyllithium And Unhindered Alkyl Halides. When The Neopentyl-Type Radical Probe 5,5-Dimethyl-6-Iodo-1-Hexene Was Used As The Substrate Halide,6-11% Cyclized Alkylated Product Was Obtained. This Result Suggests That When The S(N)2 Pathway Is Blocked,Set Mechanisms Become Operative To Some Extent,At Least With Iodide As The Halogen. The Reaction Of Dithianyllithium And (R)-2-Iodooctane And 5,5-Dimethyl-6-Iodo-1-Hexene,With Hexane As The Solvent,Proceeds Under Heterogeneous Conditions To Bring About Complete Racemization Or Cyclization Of The Respective Iodide. These Results Demonstrate For The First Time That 2-Lithio-1,3-Dithiane Can Act As Electron Donor In Reactions Initiated By Electron Transfer To Alkyl Iodides.
Doi:10.1021/jo00004A051

专利信息

专利号:US-3852307-A
优先权日:1972-04-25
标 题 :Synthesis of zearalanone and related compounds
发明人：URRY W; MULLENBACH G
权利人:COMMERCIAL SOLVENTS CORP
摘要:WHEREIN X is an integer having a value from 0 to 6 inclusive and Y is an integer having a value from 3 to 8 inclusive. It also provides for new methods of making compounds useful in the synthesis of zearalanone and related compounds. The compounds 6-acetoxyhexanoic acid; 2-(5-hexenoyl)cyclohexanone; 7-keto-11-dodecenoic acid; 2-hydroxyethyl 7-keto11-dodecenoate ethylene ketal; N,N-dimethyl 7-keto-11dodecenamide ethylene ketal; 7-keto-11-dodecenal ethylene ketal; 9-keto-2,13-tetradecadienic acid ethylene ketal; 2-hydroxyethyl 9-keto-2,13-tetradecadienoate ethylene ketal; the sodium salt of ethyl 6-(6-keto-10-undecenyl)- Beta -dihydroresorcylate ethylene ketal; ethyl 3-bromo-6-(6-keto-10-undecenyl)- Beta dihydroresorcylate ethylene ketal; ethyl 6-(6-keto-10-undecenyl)Beta -resorcylate ehtylene ketal; ethyl 6-(6-keto-10-undecenyl)Beta -resorcylate ethylene ketal dibenzyl ether; ethyl 6-(6keto-10-hydroxyundecyl)- Beta -resorcylate ethylene ketal dibenzyl ether; and 6-(10-hydroxy-6-keto-undecyl)- Beta resorcylic acid dibenzyl ether are disclosed. Methods for preparing these compounds are also disclosed. This invention provides a new synthesis for zearalanone and for related compounds having more or fewer carbon atoms in the nonaromatic ring than does zearalanone, which related compounds and zearalanone are represented by the formula

专利号:EP-2198036-B1
优先权日:2007-09-20
标 题:Method for the synthesis of omega-unsaturated fatty acids
发明人：DUBOIS JEAN-LUC
权利人:ARKEMA FRANCE
摘要:The invention relates to a method for the synthesis of short-chain ω-unsaturated fatty acids of general formula CH2â•?CH—(CH2)n—COOR in which n is an integer between 2 and 11 and R is H or an alkyl radical containing from 1 to 4 carbon atoms, from long-chain monounsaturated fatty acids or esters of formula CH3—(CH2)m—CHâ•?CH—(CH2)p—COOR in which m and p are integers, either identical or different, between 2 and 11, such that the molecule contains at least 10 adjacent carbon atoms in the main chain, said method comprises the first step of submitting the long-chain monounsaturated fatty acid charge to an oxidation by fermentation using a microorganism containing enzymes of oxygenase type, thus leading to the formation of α,ω-diacids, and then a second step of subjecting the product from the first step to a catalytic metsthesis crossed with ethylene for forming two short-chain ω-unsaturated fatty acids having a main chain length relative to that of the starting unsaturated fatty acid or ester of beteen 0.2 and 0.8, and preferably 0.35 and 0.75.

专利号:US-10100028-B2
优先权日:2013-09-30
标 题:Synthesis routes for prostaglandins and prostaglandin intermediates using metathesis
发明人：YIANNIKOUROS GEORGE PETROS; KALARITIS PANOS; GAMAGE CHAMINDA PRIYAPUSHPA; AREFYEV DENIS VIKTOROVICH
权利人:IRIX PHARMACEUTICALS INC; PATHEON API SERVICES INC
摘要:Methods of synthesizing prostaglandins, prostaglandin analogs and their synthetic intermediates are described. The methods can comprise metal-catalyzed metathesis reactions. Also provided are synthetic intermediates that can be used in the synthesis of the prostaglandins and prostaglandin analogs.

专利号:US-6215019-B1
优先权日:1998-09-01
标题 :Synthesis of 5-decenyl acetate and other pheromone components
发明人：PEDERSON RICHARD L; GRUBBS ROBERT H
权利人:TILLIECHEM INC
摘要:The present invention relates to syntheses of 5-decenyl acetate, the major component in Peach Twig Borer pheromone, and other pheromone components. The syntheses entails few reaction steps, use commercially available starting materials, and have relatively short process times. A preferred embodiment of the syntheses involves self-metathesizing 1-hexene in the presence of Grubbs' catalyst, [(PCy3)2Cl2]Ru=CHPh. The resulting 5-decene is then reacted with an alcohol or acetate protected hexene under vacuum to yield 5-decenyl acetate. These syntheses produce good yields without the need for expensive or sophisticated equipment.

专利号:US-8729283-B2
优先权日:2009-01-29
标 题 :Chain-selective synthesis of fuel components and chemical feedstocks
发明人：OLSON EDWIN S
权利人:ENERGY & ENVIRON RES CT FOUND
摘要:A method comprising providing a starting composition comprising a polyunsaturated fatty acid, a polyunsaturated fatty ester, a carboxylate salt of a polyunsaturated fatty acid, a polyunsaturated triglyceride, or a mixture thereof; self-metathesizing the starting composition or cross-metathesizing the starting composition with at least one short-chain olefin in the presence of a metathesis catalyst to form self-/cross-metathesis products comprising: cyclohexadiene; at least one olefin; and one or more acid-, ester-, or salt-functionalized alkene; and reacting cyclohexadiene to produce at least one cycloalkane or cycloalkane derivatives. A method for producing cycloalkanes for jet fuel by providing a starting composition comprising at least one selected from the group consisting of algal and polyunsaturated vegetable oils, subjecting the starting composition to metathesis to produce metathesis product comprising at least one olefin, cyclohexadiene, and at least one acid-, ester-, or salt-functionalized alkene, and reacting the at least one olefin and cyclohexadiene to form cycloalkane(s).

专利号:US-8476471-B2
优先权日:2009-07-13
标 题 :Synthesis of prostanoids
发明人：YIANNIKOUROS GEORGE PETROS; KALARITIS PANOS; GAMAGE CHAMINDA PRIYAPUSHPA; ABERNATHY STEPHANIE BOSSE
权利人:YIANNIKOUROS GEORGE PETROS; KALARITIS PANOS; GAMAGE CHAMINDA PRIYAPUSHPA; ABERNATHY STEPHANIE BOSSE; IRIX PHARMACEUTICALS INC
摘要:The presently disclosed subject matter provides a method of synthesizing prostaglandins and prostaglandin analogs comprising the ring closing metathesis of compounds of Formula (I). Also provided are novel compounds of Formula (I) and Formula (II). In addition to their use as synthetic intermediates in the presently disclosed methods, compounds of Formula (II) can be used as prostaglandin and/or prostaglandin analog prodrugs.