CAS: 832-58-6; 1-(2,4,6-Trimethoxyphenyl)Ethanone

该化合物是一种替代乙酮衍生物,其特征为2',4'和6'方位的三种甲氧基组.该化合物通常用作有机合成的中间体,特别是在生产药品,农用化学品和精美化学品方面.其电子富含芳香系统和经严格界定的结构使它成为弗里德尔-克拉夫斯断裂和核生殖替代等反应的有价值的前体.三氯乙氧代谢替代模式增强了稳定性和影响回活性,在合成路径上提供了选择性.该化合物通常作为具有高纯度的晶状固而供应,确保研究和工业应用的一贯性能.

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

1,2,3-trimethoxybenzene acetic anhydride acetyl chloride acetic acid (2E)-1-(2,4,6-trimethoxyphenyl)-3-(4-hydroxyphenyl)-2-propen-1-one 2',4,4',6'-tetramethoxychalcone 1-(2,4,6-trimethoxyphenyl)-3-(3,4-dimethoxyphenyl)propenone (2E)-1-(2,4,6-trimethoxyphenyl)-3-(3,4-dimethoxyphenyl)-2-propen-1-one

合成工艺路线路线简述

  • 合成目标产物 2',4',6'-Trimethoxyacetophenone 主要起始原料 1,3,5-Trimethoxybenzene And Acetyl Chloride
  • 621-23-8 + 38447-66-4 = 832-58-6
    反应条件:1.1 Catalysts: 9,10-Dimethylanthracene Solvents: Acetonitrile; 15 - 20 H
    标题:P-Selective (Sp2)-C-H Functionalization For An Acylation/alkylation Reaction Using Organic Photoredox Catalysis
    作者:Pandey,Ganesh; Et Al
    参考文献:Chemical Communications (Cambridge 日期:2017 卷标:53(91) 页码:12337-12340]

    480-66-0 = 832-58-6
    反应条件:1.1 Reagents: Potassium Carbonate Solvents: Dimethylformamide; 12 H,Rt
    标题:Synthesis Of Xanthohumol Analogues And Discovery Of Potent Thioredoxin Reductase Inhibitor As Potential Anticancer Agent
    作者:Zhang,Baoxin; Et Al
    参考文献:Journal Of Medicinal Chemistry 日期:2015 卷标:58(4) 页码:1795-1805]

    90-24-4 = 832-58-6
    反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Acetone; 24 H,Reflux
    标题:Trimethoxy-Chalcone Derivatives Inhibit Growth Of Leishmania Braziliensis: Synthesis,Biological Evaluation,Molecular Modeling And Structure-Activity Relationship (Sar)
    作者:Bello,Murilo Lamim; Et Al
    参考文献:Bioorganic & Medicinal Chemistry 日期:2011 卷标:19(16) 页码:5046-5052]

    90-24-4 = 832-58-6
    反应条件:1.1 Reagents: Potassium Carbonate Solvents: Acetone; 12 H,Reflux
    标题:Design,Synthesis,Characterization And Anti-Inflammatory Evaluation Of Novel Pyrazole Amalgamated Flavones
    作者:Chavan,Hemant V.; Et Al
    参考文献:Bioorganic & Medicinal Chemistry Letters 日期:2013 卷标:23(5) 页码:1315-1321]

    621-23-8 = 832-58-6
    反应条件:1.1 Reagents: Zinc Chloride,Hydrochloric Acid Solvents: Diethyl Ether; 3 D,0 - 5 °C1.2 Reagents: Water Solvents: Water; 5 °C -> 60 °C; 2 H,60 °C
    标题:Total Synthesis Of 3',3'''-Binaringenin And Related Biflavonoids
    作者:Sagrera,Gabriel; Et Al
    参考文献:Synthesis 日期:2010 卷标:(16) 页码:2776-2786]

    90-24-4 = 832-58-6 [标题:Reaction Conditions
    标题:Chemical Constituents Of Amaryllidaceae. Part 31. Free And Glucosyloxy Acetophenones From Pancratium Biflorum
    作者:Ghosal,Shibnath; Et Al
    参考文献:Phytochemistry 日期:1989 卷标:28(11) 页码:3193-6]

    = 832-58-6
    反应条件:1.1 Reagents: Potassium Carbonate Solvents: Acetone; 48 H,Reflux2.1 Reagents: Zinc Chloride,Hydrochloric Acid Solvents: Diethyl Ether; 3 D,0 - 5 °C2.2 Reagents: Water Solvents: Water; 5 °C -> 60 °C; 2 H,60 °C
    标题:Total Synthesis Of 3',3'''-Binaringenin And Related Biflavonoids
    作者:Sagrera,Gabriel; Et Al
    参考文献:Synthesis 日期:2010 卷标:(16) 页码:2776-2786]

    = 832-58-6
    反应条件:1.1 Reagents: Potassium Carbonate Solvents: Acetone2.1 Reagents: Aluminum Chloride Solvents: Dichloromethane2.2 -
    标题:Synthesis Of Maritimin,A Chromone From Pancratium Maritimum
    作者:Asolkar,Ratnakar; Et Al
    参考文献:Journal Of Chemical Research 日期:2001 卷标:(12) 页码:549-550]

    = 832-58-6
    反应条件:1.1 Reagents: Sodium Solvents: Tetrahydrofuran; 4 H,Reflux; Reflux -> 0 °C1.2 1 H,Reflux; Reflux -> 0 °C1.3 Solvents: Methanol; 0 °C2.1 Catalysts: 9,10-Dimethylanthracene Solvents: Acetonitrile; 15 - 20 H
    标题:P-Selective (Sp2)-C-H Functionalization For An Acylation/alkylation Reaction Using Organic Photoredox Catalysis
    作者:Pandey,Ganesh; Et Al
    参考文献:Chemical Communications (Cambridge 日期:2017 卷标:53(91) 页码:12337-12340]

    54714-11-3 = 832-58-6
    反应条件:1.1 -2.1 Reagents: Aluminum Chloride
    标题:4-Acyloxy-2,5-Diphenyl-3-Oxo-2,3-Dihydrothiophene 1,1-Dioxides As Acylating Agents In The Friedel-Crafts Reaction
    作者:Van Ree,Teunis
    参考文献:South African Journal Of Chemistry 日期:1989 卷标:42(4) 页码:139-42]

    621-23-8 = 832-58-6
    反应条件:1.1 Reagents: Trifluoroacetic Anhydride Solvents: Dichloromethane; -20 °C
    标题:Concise And Scalable Synthesis Of Aspalathin,A Powerful Plasma Sugar-Lowering Natural Product
    作者:Han,Ze; Et Al
    参考文献:Journal Of Natural Products 日期:2014 卷标:77(3) 页码:583-588]

    621-23-8 = 832-58-6
    反应条件:1.1 Catalysts: 4′-(4-Hydroxyphenyl)-2,2′:6′,2′′-Terpyridine (Reaction Products With Poly{[(Hydroxyphenyl)Methylene]-Methylphosphoro...),Scandium Triflate,Phosphorodichloridothioic Hydrazide,2-[(4-Hydroxyphenyl)Methylene]-1-Methyl-,H... (Terpyridinylphenyl-Terminated) Solvents: Acetonitrile; 15 Min,Rt1.2 30 Min,Heated
    标题:Efficient And Recyclable Rare Earth-Based Catalysts For Friedel-Crafts Acylations Under Microwave Heating: Dendrimers Show The Way
    作者:Perrier,Arnaud; Et Al
    参考文献:Green Chemistry 日期:2013 卷标:15(8) 页码:2075-2080]

    621-23-8 = 832-58-6
    反应条件:1.1 Catalysts: Trifluoroacetic Acid; 1.5 H,Rt
    标题:Hydrogen Bond Donor Solvents Enabled Metal And Halogen-Free Friedel-Crafts Acylations With Virtually No Waste Stream
    作者:Liu,Guangchang; Et Al
    参考文献:Tetrahedron Letters 日期:2018 卷标:59(10) 页码:869-872]

    621-23-8 = 832-58-6
    反应条件:1.1 Reagents: Aluminum Chloride Solvents: Dichloromethane; 2 H,0 °C; Cooled1.2 Reagents: Sodium Hydroxide Solvents: Water
    标题:Total Syntheses Of Norartocarpin And Artocarpin
    作者:Zhang,Wen-Jing; Et Al
    参考文献:Tetrahedron 日期:2013 卷标:69(29) 页码:5850-5858]

    621-23-8 = 832-58-6
    反应条件:1.1 Reagents: Titanium Tetrachloride
    标题:Synthesis Of A Condensed Tannin Model Compound,4-(2,4,6-Trihydroxyphenyl)Flavan-3,3',4',5,7-Pentaol
    作者:Kawamoto,Haruo; Et Al
    参考文献:Journal Of Wood Chemistry And Technology 日期:1989 卷标:9(1) 页码:35-52]

    90-24-4 = 832-58-6
    反应条件:1.1 Reagents: Potassium Carbonate Solvents: Acetone; 12 H,Reflux
    标题:Design,Synthesis,Characterization And In Vitro And In Vivo Anti-Inflammatory Evaluation Of Novel Pyrazole-Based Chalcones
    作者:Chavan,Hemant V.; Et Al
    参考文献:Journal Of Enzyme Inhibition And Medicinal Chemistry 日期:2015 卷标:30(1) 页码:22-31]

    5538-51-2 + 621-23-8 = 832-58-6 [标题:Reaction Conditions
    标题:Preparation Of 2-Alkyl-2-Aryl-1,3-Benzodioxan-4-Ones By Friedel-Crafts Reaction Of O-Acylsalicyloyl Chlorides With Aromatics
    作者:Lonsky,Werner; Et Al
    参考文献:Chemische Berichte 日期:1975 卷标:108(5) 页码:1593-7]

    621-23-8 = 832-58-6
    反应条件:1.1 Reagents: Water Catalysts: Trifluoromethanesulfonic Acid Solvents: Water
    标题:The Chemistry Of Nitrilium Salts. Part 1. Acylation Of Phenols And Phenol Ethers With Nitriles And Trifluoromethanesulfonic Acid
    作者:Booth,Brian L.; Et Al
    参考文献:Journal Of The Chemical Society 日期:1980 卷标:(12) 页码:2894-900]

    480-66-0 = 832-58-6
    反应条件:1.1 Catalysts: Potassium Carbonate Solvents: Dimethyl Sulfoxide; 4 H,Rt -> 110 °C
    标题:Selective Synthesis And Characterization Of Aryl Ether
    作者:Wu,Ting; Et Al
    参考文献:Guangpu Shiyanshi 日期:2011 卷标:28(1) 页码:62-65]

    570-02-5 = 832-58-6
    反应条件:1.1 Reagents: Sodium Hydride Solvents: Tetrahydrofuran; 5 Min,0 °C1.2 Reagents: Tosyl Chloride; 0 °C -> Rt; 1 H,Rt; Rt -> -30 °C1.3 Solvents: Diethyl Ether; -30 °C; 30 Min,-30 °C1.4 Reagents: Ammonium Chloride Solvents: Water; -30 °C -> Rt
    标题:A Simple And Modified One Pot Conversion Of Carboxylic Acid To Ketone
    作者:Sahoo,Debasis; Et Al
    参考文献:Current Organocatalysis 日期:2023 卷标:10(1) 页码:58-65]

    73764-48-4 + 621-23-8 = 832-58-6
    反应条件:1.1 Reagents: Aluminum Chloride
    标题:4-Acyloxy-2,5-Diphenyl-3-Oxo-2,3-Dihydrothiophene 1,1-Dioxides As Acylating Agents In The Friedel-Crafts Reaction
    作者:Van Ree,Teunis
    参考文献:South African Journal Of Chemistry 日期:1989 卷标:42(4) 页码:139-42]

    = 832-58-6
    反应条件:1.1 Reagents: Boron Trifluoride Etherate; 36 H,Rt1.2 Reagents: Sodium Acetate Solvents: Water; Overnight,Rt2.1 Reagents: Potassium Carbonate Solvents: Dimethylformamide; 12 H,Rt
    标题:Synthesis Of Xanthohumol Analogues And Discovery Of Potent Thioredoxin Reductase Inhibitor As Potential Anticancer Agent
    作者:Zhang,Baoxin; Et Al
    参考文献:Journal Of Medicinal Chemistry 日期:2015 卷标:58(4) 页码:1795-1805]

    = 832-58-6
    反应条件:1.1 Reagents: Zinc Chloride,Hydrochloric Acid Solvents: Diethyl Ether; 0 - 5 °C1.2 Solvents: Water; Reflux1.3 Reagents: Potassium Carbonate Solvents: Acetone2.1 Reagents: Sodium Hydroxide Solvents: Acetone; 24 H,Reflux
    标题:Trimethoxy-Chalcone Derivatives Inhibit Growth Of Leishmania Braziliensis: Synthesis,Biological Evaluation,Molecular Modeling And Structure-Activity Relationship (Sar)
    作者:Bello,Murilo Lamim; Et Al
    参考文献:Bioorganic & Medicinal Chemistry 日期:2011 卷标:19(16) 页码:5046-5052]

    = 832-58-6
    反应条件:1.1 Reagents: Potassium Carbonate Solvents: Acetone; 4 Min,Reflux2.1 Catalysts: Indium Triflate; 1 Min,110 - 120 °C
    标题:Microwave-Assisted Efficient Synthesis Of Polymethoxyacetophenones And Natural Polymethoxyflavones,And Their Inhibitory Effects On Melanogenesis
    作者:Tsukayama,Masao; Et Al
    参考文献:Heterocycles 日期:2007 卷标:71(7) 页码:1589-1600]

    626-39-1 = 832-58-6
    反应条件:1.1 Catalysts: Cuprous Chloride Solvents: Methanol,Dimethylformamide2.1 Reagents: Aluminum Chloride Solvents: 1,2-Dichloroethane2.2 Solvents: 1,2-Dichloroethane2.3 Reagents: Water
    标题:A Convenient Synthesis Of Chrysin And Tectochrysin
    作者:Zhu,Jin-Tao; Et Al
    参考文献:Chemical Research In Chinese Universities 日期:2001 卷标:17(3) 页码:259-263]

    125574-33-6 = 832-58-6 [标题:Reaction Conditions
    标题:Chemical Constituents Of Amaryllidaceae. Part 31. Free And Glucosyloxy Acetophenones From Pancratium Biflorum
    作者:Ghosal,Shibnath; Et Al
    参考文献:Phytochemistry 日期:1989 卷标:28(11) 页码:3193-6
📜1,3,5-Tris-Methoxycarbonyloxy-Benzene置于三氯化铁,铂体系中,化学反应生成 2,4,6-三甲氧基苯乙酮
参考文献:Freudenberg,Chemische Berichte,1920,Vol. 53,P. 1427
标题:Freudenberg,Chemische Berichte,1920,Vol. 53,P. 1427

海关参考信息

专利信息


专利号:WO-2010022953-A2
优先权日:2008-08-29
标题 :Synthesis of myrtucommulon a and myrtucommulon analogues

专利号:EP-2340239-A2
优先权日:2008-08-29
标题:Synthesis of myrtucommulon a and myrtucommulon analogues

专利号:DE-102008044993-A1
优先权日:2008-08-29
标 题:Synthesis of myrtucommulone A and myrtucommulone analogues

专利号:DE-102008044993-B4
优先权日:2008-08-29
标 题:Synthesis of myrtucommulone A and myrtucommulone analogues

专利号:US-2017304168-A1
优先权日:2012-05-11
标题 :Phenyl ketone derivatives as self-tanning agents
发明人：CAROLA CHRISTOPHE
权利人:MERCK PATENT GMBH
摘要:The present invention relates to the use of phenyl ketone derivatives of the formula I for use as self-tanning substance or for increasing melanin synthesis, improving melanin transport and/or improving the distribution of melanin in suprabasal layers, and to preparations comprising these phenyl ketone derivatives.

专利号:CN-116854621-A
优先权日:2023-07-11
标题:A kind of photosensitizer with Wujiachuan cyanine dye as the matrix and its synthesis method and application

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合成参考文献


摘要:Müller, C.; Cokoja, M.; Kühn, F. E., Science of Synthesis: C-1 Building Blocks in Organic Synthesis, (2013) 2, 14.
参考文献:10.1002/ptr.1482
摘要:Simonsen HT, Adsersen A, Bremner P, Heinrich M, Wagner Smitt U, Jaroszewski JW. Antifungal constituents of Melicope borbonica. Phytother Res. 2004 Jul;18(7):542–5. doi: 10.1002/ptr.1482.
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