CAS: 13826-35-2; (3-Phenoxyphenyl)Methanol

该化合物是一种有机化合物,其特征是酚和酒精功能组;其特征是苯基酒精结构,其成分是苯氧化合物组附于苯基碳;该化合物的颜色一般是无色的黄色液体或固态,其纯度和形态不同;以其有机溶剂中的中度溶性以及水溶性有限而著称,这在许多苯基化合物中很常见;芬氧和氢氧基组的存在都有助于其在各个领域的潜在应用,包括制药,农用化学品和作为有机合成的化学中间体;此外,3-苯氧苯基苯基醇可能展示生物活动,使其对医药化学感兴趣;其稳定性和再活性可能受到周围环境的影响,特别是PH和温度的影响;应参考安全数据处理和接触准则,如任何化学物质.

结构式图片

相似化合物

3739-38-6 39515-51-0 60677-14-7

欧盟法规

REACH注册ECHA物质C&L通报REACH预注册

上下游产品

3-Phenoxybenzaldehyde 3-phenoxytoluene 3-phenoxybenzoic acid 3-Hydroxybenzyl alcohol 3-Methyl-2-phenoxy-butyric acid 3-phenoxy-benzyl ester 3-Methyl-2-m-tolyloxy-butyric acid 3-phenoxy-benzyl ester 3-Methyl-2-o-tolyloxy-butyric acid 3-phenoxy-benzyl ester 2-(3,5-Dimethyl-phenoxy)-3-methyl-butyric acid 3-phenoxy-benzyl ester

合成工艺路线路线简述

  • 合成目标产物 3-Phenoxybenzyl Alcohol 主要起始原料 3-Phenoxybenzaldehyde
  • (文献来源)合成步骤主要原料 3-Phenoxybenzaldehyde
3-苯氧基苯甲酸置于c31H33B2Np2体系中,用 甲苯 用作溶剂,以80 %的收率获得3-苯氧基苄醇
参考文献:氨基膦硼烷作为腈,炔烃和羧酸的硼氢化试剂
标题:氨基膦硼烷作为腈,炔烃和羧酸的硼氢化试剂
摘要:我们在此报道了使用氨基膦硼烷 {(Bh 3 )(Pph 2 )-Nc(Ch 3 ) 3 },{(Bh 3 ) 2 (Pph) 2 N(Ch 2 )C进行腈类,炔烃和羧酸的硼氢化反应6 H 5 }和{(Bh 3 ) 2 (Pph 2 ) 2 N-(Bh 3 )Ch 2 C 6 H 4 N}作为还原剂.合成这些化合物是为了替代更常用的硼烷试剂.固体酰胺膦硼烷易于合成,对多种腈,炔和羧酸表现出优异的反应活性和官能团耐受性,以非常好的收率提供相应的铵盐,烯烃和醇.
Doi:10.1021/acs.Orglett.3C03194

海关参考信息

专利信息


专利号:US-10647655-B2
优先权日:2016-09-02
标题:Method for the synthesis of permethrin
发明人:PULLAGURLA MANIK REDDY; NANDA KUMAR MECHERIL VALSAN; VELIGETLA MADHUSUDHANA RAO; RANGISETTY JAGADEESH BABU
权利人:BIOPHORE INDIA PHARMACEUTICALS PVT LTD
摘要:An improved method for the synthesis of substantially pure Permethrin having purity greater than 99.5% by Gas Chromatography provided. The embodiments also relates to a purification process of Permethrin by recrystallization from methanol-water mixture.

专利号:US-3978140-A
优先权日:1974-09-23
标题 :Process for the preparation of carbinols
发明人:LANE CLINTON FISHER; MYATT HAL LESLIE
权利人:ALDRICH BORANES INC
摘要:Organic compounds containing a carboxylic acid or carboxylic acid anhydride group are reduced when contacted with an alkali metal borohydride and a boron trihalide in a liquid medium in which diborane is soluble in the form of a labile borane adduct. Hydrolysis of the reaction mixture then provides a useful synthesis of the corresponding carbinols. n The alkali metal borohydride-boron trihalide reagent may either be preformed and reacted subsequently with an organic compound containing a carboxylic acid or anhydride group, or the alkali metal borohydride-boron trihalide reagent may be produced in the presence of an organic compound containing a carboxylic acid or anhydride group. This development makes it possible to synthesize a wide variety of carbinols which are valuable and useful intermediates in organic synthesis.

专利号:US-5443978-A
优先权日:1993-03-11
标 题 :Chrysanthemyl diphosphate synthase, corresponding genes and use in pyrethrin synthesis
发明人:ELLENBERGER SUZANNE R; PEISER GALEN D; BELL RUSSELL N; HUSSEY JR CHARLES E; SHATTUCK-EIDENS DONNA M; SWEDLUND BRADLEY D
权利人:AGRIDYNE TECH INC
摘要:This invention provides a purified chrysanthemyl diphosphate synthase (CDS), a method for the purification of CDS from Chrysanthemum cinerariaefolium, and an amino acid sequence of the isolated CDS. Also provided is a cDNA encoding the CDS, a nucleotide sequence of the CDS gene, and a derived amino acid sequence of the encoded CDS protein. The CDS gene is useful in the enzymatic production of the natural stereospecific configuration of chrysanthemyl derivatives which are useful for the synthesis of pyrethrins, pyrethroids, derivatives thereof, as well as other classes of metabolites.

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:US-4508909-A
优先权日:1982-03-24
标题 :Synthesis of hydroxyethyltetrazolethiol and etherified intermediates therefor
发明人:NAGATA WATARU; NISHITANI YASUHIRO; SATO HISAO
权利人:SHIONOGI & CO
摘要:By heating an N-(2-hydroxyethyl)dithiocarbamate ester protected at its hydroxy group as an ether in the presence of an azide, the corresponding 1-(protected hydroxyethyl)-1H-tetrazole-5-thiol is obtained, and then, if required, deprotecting the etheric protection to give an industrially useful chemical, 1-(2-hydroxyethyl)-1H-tetrazole-5-thiol.

专利号:US-T102908-I4
优先权日:1977-05-27
标题 :Catalyzed transesterification synthesis
摘要:Esters of the formula ##STR1## wherein X is chlorine or bromine and B is a benzyl group of the formula ##STR2## where Y and Z may be the same or different and are selected from the group consisting of hydrogen, halogen, lower alkyl, lowr alkoxy, phenyl, phenoxy, lower alkyl phenyl, lower alkyl phenoxy, halophenyl and halophenoxy, are prepared by transesterification between BOH and a compound of the formula ##STR3## wherein L is a lower alkyl radical of between 1 and 4 carbon atoms, using as catalyst an organometallic compound selected from (RO) 4 Ti and R' 2 SnO, where R and R' are alkyl radicals of between 1 and 6 carbon atoms. n Useful organometallic catalysts include tetrabutyl titanate, tetraisopropyl titanate, and dibutyl tin(IV)oxide. About 1% by weight of the total charge of reactants is catalyst. n The process is conducted at 100°-200° C. under vacuum, generally in the absence of solvent, with sustained distillation of the LOH by-product until the theoretical amount of alcohol is collected. The product ester is then distilled under vacuum. n For example, 126 g ethyl 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate, 100 g m-phenoxybenzyl alcohol, and 2.25 grams of tetraisopropyl titanate reacted at 150° C./200 mm Hg yielded the m-phenoxybenzyl ester; bp 181° C./0.1 mm Hg, 89% yield, 99.5% pure.
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主要参考文献

[参考文献]: Brian Laffin, Et Al. The Pyrethroid Metabolites 3-Phenoxybenzoic Acid And 3-Phenoxybenzyl Alcohol Do Not Exhibit Estrogenic Activity In The Mcf-7 Human Breast Carcinoma Cell Line Or Sprague-Dawley Rats. Toxicology. 2010 Jan 12;267(1-3):39-44.
[参考文献]: Dhivya Vadhana, Et Al. Perturbation Of Rat Heart Plasma Membrane Fluidity Due To Metabolites Of Permethrin Insecticide. Cardiovasc Toxicol. 2011 Sep;11(3):226-34.
[参考文献]: Hee-Joo Kim, Et Al. Development Of Sensitive Immunoassays For The Detection Of The Glucuronide Conjugate Of 3-Phenoxybenzyl Alcohol, A Putative Human Urinary Biomarker For Pyrethroid Exposure. J Agric Food Chem. 2007 May 16;55(10):3750-7.
[参考文献]: J Allen Crow, Et Al. Hydrolysis Of Pyrethroids By Human And Rat Tissues: Examination Of Intestinal, Liver And Serum Carboxylesterases. Toxicol Appl Pharmacol. 2007 May 15;221(1):1-12.
[参考文献]: Nongkran Lumjuan, Et Al. Identification And Characterisation Of Aedes Aegypti Aldehyde Dehydrogenases Involved In Pyrethroid Metabolism. Plos One. 2014 Jul 21;9(7):E102746.

合成参考文献


摘要:Braverman, S.; Cherkinsky, M., Science of Synthesis Knowledge Updates, (2014) 3, 201.
摘要:Journal of Agricultural and Food Chemistry., 25(9), 1977
摘要:National Technical Information Service., OTS0537668
参考文献:10.1007/s12012-011-9116-0
摘要:Vadhana D, Carloni M, Fedeli D, Nasuti C, Gabbianelli R. Perturbation of rat heart plasma membrane fluidity due to metabolites of permethrin insecticide. Cardiovasc Toxicol. 2011 Sep;11(3):226–34. doi: 10.1007/s12012-011-9116-0.
参考文献:10.1038/nchem.1506
摘要:Over B, Wetzel S, Grütter C, Nakai Y, Renner S, Rauh D, Waldmann H. Natural-product-derived fragments for fragment-based ligand discovery. Nat Chem. 2013 Jan;5(1):21–8. doi: 10.1038/nchem.1506.
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