CAS: 2012-74-0; 2-(4-Chlorophenyl)-3-Methylbutanoic Acid

该化合物是一种有机化合物,其特点是盒状酸功能组和一个替代芳香环,该化合物的特点是一个4-氯苯组,附于一个环形的烷基链,特别是3-甲基丁基酸结构;该化合物一般在室内温度下是白色到白色的离白色的固体,在有机溶剂中溶解,尽管其溶解性因其缺水芳香成分而受到限制;苯基环上含氯可影响其化学反应和生物活动,有可能增加亲脂性并影响与生物目标的相互作用;该化合物可能有益于制药研究,特别是抗炎药剂或止热剂的开发,因为它与其他生物活性化合物具有类似的结构.与许多有机酸一样,它可能表现出酸性,因为它在各种化学反应中具有再活动作用.应当观察适当的处理和安全措施,因为其潜在的生物影响.

结构式图片

欧盟法规

ECHA物质C&L通报REACH预注册

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3-Methyl-2-(4'-chlorophenyl)-butyronitrile (S)-3-(1-hydroxyethyl)pyridine 2-(4-Chlorphenyl)-3-methylbuttersaeureanhydrid (R)-1-(4-pyridinyl)ethanol 2-(4-chlorophenyl)-3-methyl-(2SR)-butanoyl chloride 2-(4-chlorophenyl)-3-methylbutyramide (R)-α-cyano-3-phenoxybenzyl (S)-2-(4-chlorophenyl)-3-methylbutyrate (R)-α-cyano-3-phenoxybenzyl (R)-2-(4-chlorophenyl)isovalerate

合成工艺路线路线简述

    对氯苯乙腈置于氢氧化钾,硫酸,Tween-80体系中,用 水,溶剂黄146,Xylene 用作溶剂,化学反应生成2-(4-氯苯基)-3-甲基丁酸
    参考文献:Synthesis Of 2-(3-Phenoxyphenyl)Isovaleric Acid And Its Esters Having Insecticidal Activity
    标题:Synthesis Of 2-(3-Phenoxyphenyl)Isovaleric Acid And Its Esters Having Insecticidal Activity
    摘要:
    Doi:10.1007/bf00956606

    海关参考信息

    专利信息


    专利号:EP-0050534-B1
    优先权日:1980-10-01
    标题 :Esters of cyclopropane-carboxylic acids related to pyrethric acid, their preparation and use as insecticides
    摘要:1. Claims (for the Contracting States : BE, CH, DE, FR, GB, IT, LI, LU, NL, SE) In all possible isomeric forms, or in the form of a mixture of isomers, the compounds with the formula I see diagramm : EP0050534,P45,F2 in which the cyclopropane acid copula is of 1R cis structure and the geometry of the double bond is E and in which R represents either a linear, branched or cyclic alkyl radical, saturated or unsaturated, containing from 1 to 8 carbon atoms, possibly substituted by one or more functional groups, identical or different, or an aryl group containing from 6 to 14 carbon atoms, possibly substituted by one or more functional groups, identical or different, or a heterocyclic radical possibly substituted by one or more functional groups, identical or different, X represents a halogen atom and B represents either a benzyl radical possibly substituted by one or more radicals chosen from the group composed of alkyl radicals including from 1 to 4 carbon atoms, alkenyl radicals including from 2 to 6 carbon atoms, alkenyloxy radicals including from 2 to 6 carbon atoms, alkadienyl radicals including from 4 to 8 carbon atoms, the methylene dioxy radical and halogen atoms, or a see diagramm : EP0050534,P46,F1 group in which the substituent R1 represents a hydrogen atom or a methyl radical and the substituent R2 represents a monocyclic aryl or a -CH2 -C=-CH group and in particular a 5-benzyl-3-furyl methyl group, or a see diagramm : EP0050534,P46,F2 group in which a represents a hydrogen atom or a methyl radical and R3 represents an organic aliphatic radical including from 2 to 6 carbon atoms and one or more carbon-carbon unsaturations and in particular the -CH2 -CH=CH2 , -CH2 -CH=CH-CH3 , -CH2 -CH=CH-CH=CH2 , -CH2 -CH=CH-CH2 -CH3 radical, or a see diagramm : EP0050534,P46,F3 group, in which a represents a hydrogen atom or a methyl radical, R3 retains the same significance as before, each of R'1 and R'2 , identical or different, represents a hydrogen atom, a halogen atom, an alkyl radical including from 1 to 6 carbon atoms, an aryl radical including from 6 to 10 carbon atoms, an alkyloxycarbonyl group including from 2 to 5 carbon atoms, or a cyano group, or a see diagramm : EP0050534,P46,F4 group, in which B' represents an oxygen or sulphur atom, a see diagramm : EP0050534,P46,F5 or -CH2 - group or a sulphoxide group or a sulphone group and R4 represents a hydrogen atom, a -C=-CN radical, a methyl radical, a -CONH2 radical, a -CSNH2 radical or a -C=-CH radical, R5 represents a halogen atom or a methyl radical and n represents a numeral, 0, 1 or 2, and in particular the 3-phenoxybenzyl, alpha-cyano-3-phenoxybenzyl, alpha-ethynyl-3-phenoxybenzyl, 3-benzoylbenzyl, 1-(3-phenoxyphenyl) ethyl or alpha-thioamido-3-phenoxybenzyl group, or a see diagramm : EP0050534,P47,F1 group, or a see diagramm : EP0050534,P47,F2 group, in which the substituents R6 , R7 , R8 , R9 represent a hydrogen atom, a chlorine atom, or a methyl radical and in which S/l symbolises an aromatic ring or an analogous dihydro or tetrahydro ring, or a see diagramm : EP0050534,P47,F3 group or a see diagramm : EP0050534,P47,F4 group, in which R10 represents a hydrogen atom or a CN radical, R12 represents a -CH2 -radical or an oxygen atom, R11 represents a thiazolyl or a thiadiazolyl radical, whose bond with see diagramm : EP0050534,P47,F5 can be found at any one of the available positions, R12 being linked to R11 by the carbon atom contained between the sulphur atom and a nitrogen atom, or a see diagramm : EP0050534,P48,F1 group 1. a see diagramm : EP0050534,P48,F1 group or a see diagramm : EP0050534,P48,F2 group in which R13 represents a hydrogen atom or a CN radical, or a see diagramm : EP0050534,P48,F3 group in which R13 is defined as above, and the benzoyl radical is at position 3 or 4, or a see diagramm : EP0050534,P48,F4 group in which R14 represents a hydrogen atom, a methyl, ethynyl or cyano radical and each of R15 and R16 being different, represents a hydrogen, fluorine or bromine atom, or a see diagramm : EP0050534,P48,F5 group in which R14 is defined as above, each of the R17 'S represents independently an alkyl group containing from 1 to 4 carbon atoms, an alkoxy group containing from 1 to 4 carbon atoms, an alkylthio group containing from 1 to 4 carbon atoms, an alkyl sulphonyl group containing from 1 to 4 carbon atoms, a trifluoromethyl group, a 3,4-methylene dioxy group, or a chloro, fluoro or bromo group, p represents a numeral 0, 1 or 2 and B' represents an oxygen atom or a sulphur atom. 1. Claims (for the Contracting State AT) Process for preparing, in all possible isomeric forms, or in the form of a mixture of isomers, the compounds with the formula I : see diagramm : EP0050534,P52,F3 in which R represents either a linear, branched or cyclic alkyl radical, saturated or unsaturated, containing from 1 to 8 carbon atoms, possibly substituted by one or more functional groups, identical or different, or an aryl group containing from 6 to 14 carbon atoms, possibly substituted by one or more functional groups, identical or different, or a heterocyclic radical possibly substituted by one or more functional groups, identical or different, B represents either a linear, branched or cyclic alkyl radical, saturated or unsaturated, containing from 1 to 18 carbon atoms, or the residue of an alcohol used in the synthesis of esters of the pyrethrinoid series and X represents a halogen atom, the ethylene double bond having the geometry Z or E, characterized in that an acid with the formula II : see diagramm : EP0050534,P52,F4 in which X and R retain the same significance as previously, this acid being in the form of mixtures of E or Z isomers or in the form of an E or Z isomer, the substituted cyclopropane ring being able to be in all its possible sterio-isomeric forms, or in the form of a mixture of stereo-isomers or a functional derivative of this acid, is made to react with an alcohol with the formula III : where B retains the same significance as previously or with a functional derivative of this alcohol, so as to obtain a corresponding compound with the formula I, which if desired, is submitted to the action of a selective cleavage agent of the CO2 R group so as to obtain a compound with the formula IV : see diagramm : EP0050534,P53,F1 in which B retains the same significance as previously, then, this acid with the formula IV or a functional derivative of this acid, is submitted to the action of an alcohol with the formula R-OH in which R retains its previous significance, so as to obtain a corresponding compound with the formula I.

    专利号:EP-0178580-B1
    优先权日:1984-10-15
    标题:Intermediates for the synthesis of carboxylic acids
    摘要:The compounds of formula: in which Ar represents an aryl, possibly substituted; R represents a C1-C4 alkyl; X represents a hydrogen, chlorine, bromine or iodine atom, a hydroxyl, or an acyloxy, alkylsulphonyloxy or arylsulphonyloxy group; n represents 0 or 1, where if n=0 one of R1 and R2 represents a -CH2OH group and the other represents a hydrogen atom, and if n=1 both R1 and R2 represent hydrogen atoms; are useful intermediates in the preparation of alpha-arylalkanoic acids by rearrangement reactions. The compounds of formula I are prepared by reacting glycerin or one of its anlogues with the appropriate alkyl-aryl-ketone.

    专利号:US-4546198-A
    优先权日:1983-01-18
    标 题 :Asymmetric synthesis of esters and acids
    发明人:STOUTAMIRE DONALD W
    权利人:SHELL OIL CO
    摘要:Stereoisomerically-enriched esters are prepared by treating a non-symmetrical ketene with a racemic or chiral tertiary-base-substituted alkylcarbinol. Optional hydrolysis of the esters gives the corresponding optically-active carboxylic acids corresponding to the non-symmetrical ketene.

    专利号:US-4879302-A
    优先权日:1986-10-30
    标题 :Certain oximino-cyclopropane carboxylates having insecticidal activity
    发明人:TESSIER JEAN; DEMOUTE JEAN-PIERRE; CADIERGUE JOSEPH
    权利人:ROUSSEL UCLAF
    摘要:All possible stereoisomeric forms and mixtures thereof of a compound of the formula I wherein A is selected from the group consisting of hydrogen, optionally unsaturated alkyl and haloalkyl of 1 to 18 carbon atoms, optionally substituted with aryl or a heterocyclic and optionally interrupted by -O- or -S-, optionally unsaturated cycloalkyl of 3 to 18 carbon atoms, aryl of 6 to 14 carbon atoms and heterocyclic, B is selected from the group consisting of hydrogen, alkyl of 1 to 18 carbon atoms optionally interrupted by -S- or -O- and optionally substituted with at least one member of the group consisting of halogen, -OH, alkoxy of 1 to 8 carbon atoms, -SH, thioalkoxy of 1 to 8 carbon atoms, -NO2 and -CN and R is selected from the group consisting of optionally unsaturated alkyl of 1 to 18 carbon atoms and residue of an alcohol used in the synthesis of pyrethrinoid esters having pesticidal activity.

    专利号:US-4285954-A
    优先权日:1980-11-19
    标 题:Pesticidal S-pyridyl thioesters of phenylbutanoic acids and derivatives thereof
    发明人:BROWN THOMAS L; HENRICK CLIVE A
    权利人:ZOECON CORP
    摘要:S-pyridyl thioesters of aliphatic acids, synthesis thereof and the use of said S-thioesters for the control of pests.

    专利号:US-4569928-A
    优先权日:1982-11-02
    标题:Anti-parasitic esters
    发明人:TESSIER JEAN; TECHE ANDRE; DEMOUTE JEAN-PIERRE
    权利人:ROUSSEL UCLAF
    摘要:Novel esters in all possible isomeric forms and mixtures thereof of the formula I wherein R is selected from the group consisting of (a) optionally unsaturated alkyl of 1 to 18 carbon atoms and optionally unsaturated cycloalkyl or cycloalkylalkyl of 3 to 8 carbon atoms optionally substituted with at least one member of the group consisting of halogen, -OH, -SH, -OR', -SR', -NO2, +TR -SO2AlK2, -SO3AlK3, aryl optionally substituted with at least one member of the group consisting of -OH, alkoxy of 1 to 8 carbon atoms, alkyl of 1 to 8 carbon atoms, halogen, -CF3, -OCF3, -SCF3 and R' is alkyl of 1 to 8 carbon atoms, R'' and R''' are individually selected from the group consisting of hydrogen and alkyl of 1 to 8 carbon atoms, AlK1, AlK2 and AlK3 are individually alkyl of 1 to 18 carbon atoms (b) aryl of 6 to 14 carbon atoms optionally substituted with at least one substituent selected from the group consisting of -OH, alkoxy of 1 to 8 carbon atoms, alkyl of 1 to 8 carbon atoms, halogen, -OCF3, -CF3 and -SCF3 and (c) heterocycle optionally substituted with at least one member of the group consisting of -OH, alkoxy of 1 to 8 carbon atoms, alkyl of 1 to 8 carbon atoms, halogen, -CF3, -OCF3 and -SCF3, A is selected from the group consisting of optionally unsaturated alkyl of 1 to 18 carbon atoms, optionally unsaturated cycloalkyl of 3 to 18 carbon atoms and the remainder of an alcohol used in synthesis of pyrethrinoid esters, X is halogen and the ethylenic double bond may have Z or E geometry having antiparasitic activity, especially insecticidal, acaricidal and nematocidal activity.
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    合成参考文献


    摘要:Zhang, M.; Su, W., Science of Synthesis: Catalytic Transformations via CH Activation, (2015) 1, 96.
    摘要:Zhou, Q.-Q.; Wei, Y.; Lu, L.-Q.; Xiao, W.-J., Science of Synthesis: Photocatalysis in Organic Synthesis, (2018) 1, 199.
    摘要:Farmaco, Edizione Scientifica., 16(23), 1961
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