CAS: 874-97-5; 3-Cyanobenzyl Alcohol

该化合物是一种多用途芳香化合物,其特点是苯环上的氢氧甲基(-CH2OH)和硝三烯(-CN)功能组. 这种双功能结构使它在有机合成中成为有价值的中间体,特别是在制药,农用化学品和特殊化学品中. 氢氧甲基混合物允许进一步衍生,如氧化或酯化,而硝酸可以水解,或被减为氨. 它在标准条件下的稳定性和与一系列反应条件的兼容性增强了其在多步合成中的效用. 该化合物通常作为高纯度固体供应,确保研究和工业应用的一贯性.

结构式图片

物理性质

MSDS等安全信息

欧盟法规

ECHA物质C&L通报

上下游产品

CAS号24964-64-5 3-氰基苯甲醛 | CAS号1877-72-1 3-氰基苯甲酸 | CAS号15852-73-0 3-溴苯甲醇 | CAS号151-50-8 氰化钾 | CAS号10406-24-3 3-氨甲基-苯甲腈 | CAS号2463-16-3 3-氰基苯甲酸乙酯 | CAS号28188-41-2 3-氰基溴苄 | CAS号620-22-4 间甲基苯腈 | CAS号201230-82-2 carbon monoxide | CAS号34231-22-6 3-(氨甲基)苯甲醇 | CAS号148278-90-4 (3-(甲氧基甲基)苯基)甲胺 | CAS号229309-18-6 3-[(4-formylphe... | CAS号28286-79-5 3-羟甲基苯甲酸 | CAS号226070-69-5 (3-羟基甲基-苄基)-羧酸叔丁酯 | CAS号28188-41-2 3-氰基溴苄 | CAS号64407-07-4 间氰基氯苄 | CAS号13531-48-1 3-氰基苯甲酸甲酯 | CAS号1515-86-2 3-(methoxymethy... | CAS号24964-64-5 3-氰基苯甲醛

合成工艺路线路线简述

  • 合成目标产物 3-Cyanobenzyl Alcohol 主要起始原料 3-Cyanobenzaldehyde
  • 24964-64-5 = 874-97-5
    反应条件:1.1 Reagents: Ammonia Catalysts: Titanium Chloride (Ticl3) Solvents: Methanol,Water; 0 °C; 5 Min,Rt1.2 Solvents: Water
    标题:Facile Reduction Of Aromatic Aldehydes,Ketones,Diketones And Oxo Aldehydes To Alcohols By An Aqueous Ticl3/nh3 System: Selectivity And Scope
    作者:Clerici,Angelo; Et Al
    参考文献:European Journal Of Organic Chemistry 日期:2002 卷标:(19) 页码:3326-3335]

    24964-64-5 = 874-97-5
    反应条件:1.1 Catalysts: Titania Solvents: Ethanol; 10 Min,298 K
    标题:Heterogeneous Meerwein-Ponndorf-Verley-Type Reduction Of Aromatic Aldehydes Having Other Reducible Functional Groups Over A Tio2 Photocatalyst
    作者:Fukui,Makoto; Et Al
    参考文献:Chemistryselect 日期:2017 卷标:2(7) 页码:2293-2299]

    873-63-2 = 874-97-5
    反应条件:1.1 Reagents: Diisopropylethylamine Catalysts: Di-μ-Chlorobis[(1,2,3-η)-1-Phenyl-2-Propen-1-Yl]Dipalladium,X-Phos Solvents: Isopropanol; 2 H,80 °C
    标题:A Homogeneous Method For The Conveniently Scalable Palladium- And Nickel-Catalyzed Cyanation Of Aryl Halides
    作者:Burg,Finn; Et Al
    参考文献:Organic Process Research & Development 日期:2016 卷标:20(8) 页码:1540-1545]

    15852-73-0 = 874-97-5
    反应条件:1.1 Catalysts: Tributyltin Chloride,Tri-Tert-Butylphosphine,Tris(Dibenzylideneacetone)Dipalladium Solvents: Acetonitrile,Hexane,Heptane; 0.5 H,Rt; 17 H,80 °C
    标题:Palladium-Catalyzed Cyanation Of Aryl Bromides Promoted By Low-Level Organotin Compounds
    作者:Yang,Chunhua; Et Al
    参考文献:Organic Letters 日期:2004 卷标:6(17) 页码:2837-2840]

    214360-45-9 = 874-97-5
    反应条件:1.1 Reagents: Cesium Fluoride Catalysts: 2935597-68-3 Solvents: Tetrahydrofuran,Water; 3 H,70 °C
    标题:Halogen-Substituted Mesoionic-Carbene/palladium Complexes For Catalytic Arylation Of Aldehydes
    作者:Arai,Naoki; Et Al
    参考文献:Asian Journal Of Organic Chemistry 日期:2023 卷标:12(5)]

    766-84-7 + 910251-35-3 = 874-97-5
    反应条件:1.1 Reagents: Sodium Carbonate Catalysts: Bis(Dibenzylideneacetone)Palladium,[2′,6′-Bis(1-Methylethoxy)[1,1′-Biphenyl]-2-Yl]Dicyclohexylphosphine Solvents: 1,4-Dioxane,Water; 36 H,Reflux
    标题:Palladium-Catalyzed Direct Hydroxymethylation Of Aryl Halides And Triflates With Potassium Acetoxymethyltrifluoroborate
    作者:Murai,Norio; Et Al
    参考文献:Organic Letters 日期:2012 卷标:14(5) 页码:1278-1281]

    150255-96-2 = 874-97-5
    反应条件:1.1 Reagents: Cesium Carbonate Catalysts: Stereoisomer Of Bis[[3-[2,6-Bis(1-Methylethyl)Phenyl]-1-Imidazolidinyl-2-Ylidene... Solvents: 2-Methyltetrahydrofuran,Water; 2 H,85 °C
    标题:Palladium-Catalyzed Hydroxymethylation Of Aryl- And Heteroarylboronic Acids Using Aqueous Formaldehyde
    作者:Yamamoto,Tetsuya; Et Al
    参考文献:Advanced Synthesis & Catalysis 日期:2014 卷标:356(17) 页码:3525-3529]

    171617-63-3 = 874-97-5
    反应条件:1.1 Reagents: Sodium Borohydride Solvents: Water
    标题:Facile Reduction Of Carboxylic Acid Imidazolides To Primary Alcohols In The Presence Of Water
    作者:Sharma,Rajiv; Et Al
    参考文献:Synlett 日期:1995 卷标:(8) 页码:839-40]

    = 874-97-5
    反应条件:1.1 Reagents: Potassium Bicarbonate,Hydrogen Peroxide,Potassium Fluoride Solvents: Methanol,Tetrahydrofuran; 55 °C
    标题:Remote Meta-C-H Cyanation Of Arenes Enabled By A Pyrimidine-Based Auxiliary
    作者:Bag,Sukdev; Et Al
    参考文献:Angewandte Chemie 日期:2017 卷标:56(41) 页码:12538-12542]

    57455-06-8 = 874-97-5
    反应条件:1.1 Catalysts: 2102209-60-7 Solvents: Acetonitrile; 24 H,Rt
    标题:Photoinduced Copper(I)-Catalyzed Cyanation Of Aromatic Halides At Room Temperature
    作者:Kim,Kicheol; Et Al
    参考文献:Advanced Synthesis & Catalysis 日期:2017 卷标:359(14) 页码:2345-2351]

    3441-01-8 = 874-97-5
    反应条件:1.1 Reagents: Hydrogen Catalysts: Potassium Tert-Butoxide,Ruthenium,Carbonylchloro[6-[(Diphenylphosphino-Kp)Methyl]-2,2′-Bipyridine-Kn1,K... Solvents: Tetrahydrofuran; 36 H,14 Atm,110 °C
    标题:Selective Hydrogenation Of Primary Amides And Cyclic Dipeptides Under Ru-Catalysis
    作者:Subaramanian,Murugan; Et Al
    参考文献:Chemical Communications (Cambridge 日期:2020 卷标:56(82) 页码:12411-12414]

    = 874-97-5
    反应条件:1.1 Reagents: N-Bromosuccinimide Catalysts: Benzoyl Peroxide Solvents: Carbon Tetrachloride; 10 H,Reflux1.2 Reagents: Silver Nitrate Solvents: Tetrahydrofuran,Water; 5.5 H,Reflux1.3 Reagents: Sodium Borohydride Solvents: Methanol; 0 °C; 4 H,Rt
    标题:Pharmaceutical-Oriented Selective Synthesis Of Mononitriles And Dinitriles Directly From Methyl(Hetero)Arenes: Access To Chiral Nitriles And Citalopram
    作者:Liu,Jie; Et Al
    参考文献:Journal Of The American Chemical Society 日期:2016 卷标:138(10) 页码:3294-3297]

    24964-64-5 = 874-97-5
    反应条件:1.1 Reagents: Sodium Formate Catalysts: Iridium(2+),Chloro(1,10-Phenanthroline-Kn1,Kn10)(2,2′:6′,2′′-Terpyridine-Kn1,Kn... Solvents: Ethanol,Water; 10 Min,100 °C
    标题:Polypyridyl Iridium(Iii) Based Catalysts For Highly Chemoselective Hydrogenation Of Aldehydes
    作者:Pandrala,Mallesh; Et Al
    参考文献:Journal Of Catalysis 日期:2019 卷标:378 页码:283-288]

    87199-15-3 + 624734-65-2 = 874-97-5
    反应条件:1.1 Reagents: Sodium Carbonate Catalysts: 2241939-24-0 Solvents: Tetrahydrofuran,Xylene,Water; 2 H,Rt
    标题:Oxidative Cyanide-Free Cyanation On Arylboronic Acid Derivatives Using Aryl/heteroaryl Thiocyanate Using Novel Il-Pdcl4 Catalyst Under Mild Condition
    作者:Vaghasiya,Beena K.; Et Al
    参考文献:Journal Of Sulfur Chemistry 日期:2018 卷标:39(5) 页码:507-515]

    87199-15-3 + 2987-46-4 = 874-97-5
    反应条件:1.1 Reagents: Sodium Carbonate Catalysts: 2241939-24-0 Solvents: Tetrahydrofuran,Xylene,Water; 3 H,Rt
    标题:Oxidative Cyanide-Free Cyanation On Arylboronic Acid Derivatives Using Aryl/heteroaryl Thiocyanate Using Novel Il-Pdcl4 Catalyst Under Mild Condition
    作者:Vaghasiya,Beena K.; Et Al
    参考文献:Journal Of Sulfur Chemistry 日期:2018 卷标:39(5) 页码:507-515]

    28188-41-2 = 874-97-5
    反应条件:1.1 Reagents: Barium Carbonate Solvents: Water; 4 H,Reflux
    标题:Structure-Guided,Single-Point Modifications In The Phosphinic Dipeptide Structure Yield Highly Potent And Selective Inhibitors Of Neutral Aminopeptidases
    作者:Vassiliou,Stamatia; Et Al
    参考文献:Journal Of Medicinal Chemistry 日期:2014 卷标:57(19) 页码:8140-8151]

    150255-96-2 = 874-97-5
    反应条件:1.1 Reagents: Cesium Carbonate Catalysts: 2543816-50-6 Solvents: 2-Methyltetrahydrofuran,Water; 2 H,70 °C
    标题:Bulky N-Heterocyclic-Carbene-Coordinated Palladium Catalysts For 1,2-Addition Of Arylboron Compounds To Carbonyl Compounds
    作者:Okuda,Yuta; Et Al
    参考文献:Chemcatchem 日期:2020 卷标:12(24) 页码:6291-6300]

    57455-06-8 + 13943-58-3 = 874-97-5
    反应条件:1.1 Catalysts: Cuprous Iodide Solvents: Polyethylene Glycol; 20 Min,80 °C
    标题:Ultrasound In Melted Poly(Ethylene Glycol) Promote Copper-Catalyzed Cyanation Of Aryl Halides With K4[fe(Cn)6]
    作者:Giachi,Guido; Et Al
    参考文献:Chemsuschem 日期:2014 卷标:7(3) 页码:919-924]

    2463-16-3 = 874-97-5 [标题:Reaction Conditions
    标题:Selective Reductions. 30. Effect Of Cation And Solvent On The Reactivity Of Saline Borohydrides For Reduction Of Carboxylic Esters. Improved Procedures For The Conversion Of Esters To Alcohols By Metal Borohydrides
    作者:Brown,Herbert C.; Et Al
    参考文献:Journal Of Organic Chemistry 日期:1982 卷标:47(24) 页码:4702-8
📜间甲基苯腈置于chromium(Vi) Oxide,Sodium Tetrahydroborate,水,溶剂黄146体系中,用 乙醇 作为反应溶剂,化学反应生成 3-羟甲基苯甲腈
参考文献:Protonation Susceptibility And Fragmentation Capability Of Functional Groups In Chemical Ionization Mass Spectrometry Of Simple Bifunctional Compounds. Semi-Quantitative Interpretation Of Spectra
标题:Protonation Susceptibility And Fragmentation Capability Of Functional Groups In Chemical Ionization Mass Spectrometry Of Simple Bifunctional Compounds. Semi-Quantitative Interpretation Of Spectra
摘要:Abstractpositive‐ion,Methane‐mediated Chemical Ionization Mass Spectra Were Measured For Simple Bifunctional Aromatic Compounds Of The Type M‐xch2C6H4Ch2Y,Where X = Nh2 And N(Ch3)2,And Y = Oh And och3. Essentially Only Three Peaks Of Ions,[mh]+,[mh-Xh]+ And [mh-Yh]+,Have Appeared For Each Compound. Since The Two Functional Groups Xch2-And Ych2-Do Not Interact With Each Other After Protonation Or After Fragmentation,They Are Assumed To Be Protonated And To Undergo Fragmentations Independently. The Relative Protonation Susceptibility And Fraction Of Fragmenting [mh]+ Can Be Estimated For Each Functional Group In These Compounds. A Semi‐quantitative Interpretation Of The Observed Spectra Is Presented.
DOI:10.1002/oms.1210280203

海关参考信息

专利信息


专利号:US-11584773-B2
优先权日:2014-04-30
标 题:Phosphorous protecting groups and methods of preparation and use thereof
发明人：DELLINGER DOUGLAS J; MONFREGOLA LUCA; CARUTHERS MARVIN; ROY MITHUN
权利人:AGILENT TECHNOLOGIES INC
摘要:Aspects of the present disclosure include compositions that make use of phosphorus and/or nucleobase protecting groups which find use in the synthesis of long polynucleotides. Phosphorus protecting groups are provided that help increase the stepwise coupling yield and/or phosphorous protecting groups that can be removed during the oxidation step. Amidine nucleobase protecting groups are provided that find use in the subject compositions and methods which provides for e.g., increased resistance to depurination during polynucleotide synthesis. In some instances, the methods and compositions disclosed herein utilize a combination of the phosphorus and amidine nucleobase protecting groups in the synthesis of polynucleotides having a sequence of 200 or more monomeric units in length. Also provided are methods for synthesizing a polynucleotide (e.g., a DNA) using one or more compounds disclosed herein.

专利号:US-7569606-B2
优先权日:2006-01-26
标 题 :Platinum complexes with mononitrile-containing ligands
发明人：XIAO ZEJUN; HAUSHEER FREDERICK H; PETLURU PAVANKUMAR
权利人:BIONUMERIK PHARMACEUTICALS INC
摘要:Disclosed herein are novel platinum-based complexes possessing one nitrile substituent group (mononitrile) covalently-bonded to the platinum, one or more nitrogen donor ligands capable of forming hydrogen bonds with the bases in DNA or RNA and leaving groups (i.e., L 1 and L 2 )which can be hydrolyzed iii vivo to active species, which can then form coordinate adducts with DNA or RNA at the Guanine or Adenine bases thereof. Also disclosed herein are the reaction schemes for the synthesis of said platinum complexes, as well as methods of treatment of various types of cancer by the administration of a pharmaceutically-effective dose of said novel platinum complexes.

专利号:CN-108409612-A
优先权日:2018-03-21
标题:A kind of method that catalyzes the synthesis of N-benzylbenzenesulfonamides by boric acid/oxalic acid catalytic system under microwave radiation

专利号:WO-2006136521-A1
优先权日:2005-06-22
标 题:Chemoenzymatic process for the synthesis of escitalopram

专利号:CN-102666480-B
优先权日:2009-12-08
标题:Aromatic compound, modified vector for synthesis of oligonucleotide derivative, and oligonucleotide construct

专利号:CN-102666480-A
优先权日:2009-12-08
标题:Aromatic compound, modified vector for synthesis of oligonucleotide derivative, and oligonucleotide construct

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合成参考文献


摘要:Clark, R. W.; Wiskur, S. L., Science of Synthesis Knowledge Updates, (2015) 1, 30.
摘要:Wu, X.; Xiao, J., Science of Synthesis: Water in Organic Synthesis, (2012) 1, 268.
摘要:Ouali, A.; Taillefer, M., Science of Synthesis: C-1 Building Blocks in Organic Synthesis, (2013) 2, 117.
摘要:Ouali, A.; Taillefer, M., Science of Synthesis: C-1 Building Blocks in Organic Synthesis, (2013) 2, 99.
摘要:Hollmann, F., Science of Synthesis Knowledge Updates, (2021) 3, 437.
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