2-甲氧基-1-(4-甲氧基苯基)乙酮 | 21160-26-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2-甲氧基-1-(4-甲氧基苯基)乙酮
• 英文名称: 2-methoxy-1-(4-methoxy-phenyl)-ethanone
• 英文别名: 2-methoxy-1-(4-methoxyphenyl)ethan-1-one；2,4-dimethoxyacetophenone；2-Methoxy-1-(4-methoxyphenyl)ethanone
• CAS: 21160-26-9
• 化学式: C₁₀H₁₂O₃
• 分子量: 180.203
• InChiKey: CAORAKZMJBISBZ-UHFFFAOYSA-N

物化性质

• 熔点：
  40 °C
• 沸点：
  185-190 °C(Press: 35 Torr)
• 密度：
  1.073±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-甲氧基-1-(4-甲氧基苯基)乙酮 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 3.5h， 以99%的产率得到2-methoxy-1-(4-methoxyphenyl)ethanol
  参考文献：
  名称：

  乙二醇衍生物的串联酸/钯催化还原还原重排。

  摘要：

  在本文中，我们描述了酸/ Pd串联催化的乙二醇衍生物向末端甲酸酯的转化。机理研究表明，在[1,2] -H迁移和氧基离去基团的裂解下，底物发生重排成醛。离开的基团被捕获为其甲酸酯，醛被还原并随后酯化为甲酸酯。磺酸可催化醛的重排，而还原步骤则需要独特的催化剂体系，该体系包含Pd（II）-或Pd（0）-前体，其负载量低至0.75 mol％和a，a'-bis（二叔丁基膦基）-邻二甲苯作为配体。还原步骤利用甲酸作为易于处理的转移还原剂。

  DOI：

  10.1002/chem.202000251
• 作为产物：
  描述：

  methoxy((1-(4-methoxyphenyl)vinyl)oxy)dimethylsilane 在 碘苯二乙酸 作用下， 以 二氯甲烷 为溶剂， 以81%的产率得到2-甲氧基-1-(4-甲氧基苯基)乙酮
  参考文献：
  名称：

  通过具有高价碘试剂的Umpolung对酮进行灵活的立体选择性官能化

  摘要：

  由于此类产品具有广泛的生物学重要性，因此羰基化合物在α位上的功能化作为合成途径已引起广泛关注。通过极性反转或“极性”，我们在这里表明典型的亲核试剂，例如氧，氮，甚至碳亲核试剂，在将它们束缚到烯醇醚后，可以用于加成反应。我们的发现可以进行新颖的逆合成规划，并可以快速组装以前只能通过多步序列访问的结构。

  DOI：

  10.1002/anie.201400405

文献信息

• Oxidative iodination of carbonyl compounds using ammonium iodide and oxone®
  作者：Mahender Reddy Marri、Arun Kumar Macharla、Swamy Peraka、Narender Nama

  DOI：10.1016/j.tetlet.2011.09.106

  日期：2011.12

  A simple, efficient, mild, and regioselective method for oxyiodination of carbonyl compounds has been reported by using NH4I as the source of iodine and Oxone® as an oxidant. Various carbonyl compounds such as aralkyl ketones, aliphatic ketones (acyclic and cyclic), and β-keto esters proceeded to the respective α-monoiodinated products in moderate to excellent yields. Unsymmetrical aliphatic ketones

  通过使用NH 4 I作为碘的来源和Oxone®作为氧化剂，已经报道了一种简单，有效，温和和区域选择性的羰基化合物氧碘化方法。各种羰基化合物（如芳烷基酮，脂族酮（无环和环状）和β-酮酯）以中等至优异的收率发展为各自的α-单碘化产物。不对称脂族酮反应平稳，生成1-碘和3-碘酮的混合物，主要形成1-碘产物。
• Novel heteroatom containing tetracyclic derivatives as selective estrogen receptor modulators
  申请人：——

  公开号：US20040259915A1

  公开（公告）日：2004-12-23

  The present invention is directed to novel heteroatom containing tetracyclic derivatives, pharmaceutical compositions containing them, their use in the treatment and/or prevention of disorders mediated by one or more estrogen receptors and processes for their preparation. The compounds of the invention are useful in the treatment and/or prevention of disorders associated with the depletion of estrogen such as hot flashes, vaginal dryness, osteopenia and osteoporosis; hormone sensitive cancers and hyperplasia of the breast, endometrium, cervix and prostate; endometriosis, uterine fibroids, osteoarthritis and as contraceptive agents, alone or in combination with a progestogen or progestogen antagonist.

  本发明涉及新颖的含杂原子四环衍生物、含有它们的药物组合物、它们在治疗和/或预防由一个或多个雌激素受体介导的疾病中的应用，以及它们的制备方法。本发明的化合物在治疗和/或预防与雌激素耗竭相关的疾病中具有用途，例如热潮红、阴道干燥、骨量减少和骨质疏松症；激素敏感性癌症以及乳腺、子宫内膜、宫颈和前列腺的增生；子宫内膜异位症、子宫肌瘤、骨关节炎，以及作为避孕剂，单独使用或与孕激素或孕激素拮抗剂联合使用。
• Experimental Study on the Reaction Pathway of α-Haloacetophenones with NaOMe: Examination of Bifurcation Mechanism
  作者：Kohei Tagawa、Keita Sasagawa、Ken Wakisaka、Shunsuke Monjiyama、Mika Katayama、Hiroshi Yamataka

  DOI：10.1246/bcsj.20130253

  日期：2014.1.15

  The reaction of PhCOCH2Br and NaOMe in MeOH gave PhCOCH2OH as the major product and PhCOCH2OMe as the minor product. Substituent effects on the reactivity and product selectivity revealed that an electron-withdrawing substituent on the phenyl ring enhanced the overall reactivity and gave more alcohol than ether. It was indicated that the alcohol was formed via carbonyl addition-epoxidation, whereas the ether was formed by direct substitution. Substituent effects on the reaction rates, as well as the effects of NaOMe concentration on the rate and product ratio for both reactions of PhCOCH2Br and PhCOCH2Cl are in line with the mechanism that the alcohol and ether products were formed via two independent and concurrent routes, carbonyl addition and α-carbon attack, respectively, and thus the reaction mechanism could be different from the bifurcation mechanism previously predicted for the reaction of PhCOCH2Br by a simulation study in the gas phase.

  在甲醇中，PhCOCH2Br与NaOMe的反应主要生成PhCOCH2OH，次要生成PhCOCH2OMe。取代基对反应活性和产物选择性的影响表明，苯环上的吸电子取代基增强了整体反应活性，生成更多的醇而非醚。表明醇是通过羰基加成-环氧化反应生成的，而醚是通过直接取代反应生成的。取代基对反应速率的影响，以及NaOMe浓度对PhCOCH2Br和PhCOCH2Cl反应速率和产物比例的影响，均与以下机理一致：即醇和醚产物分别通过两个独立且并行的路径——羰基加成和α-碳攻击生成，因此反应机理可能不同于之前气体相模拟研究中预测的PhCOCH2Br反应的分支机制。
• [EN] ELECTROLUMINESCENT DEVICE<br/>[FR] DISPOSITIF ELECTROLUMINESCENT
  申请人：CIBA SC HOLDING AG

  公开号：WO2004039786A1

  公开（公告）日：2004-05-13

  Disclosed are electroluminescent devices that comprise organic layers that contain certain organic compounds containing one ore more pyrimidine moieties. The organic compounds containing one ore more pyrimidine moieties are suitable components of blue-emitting, durable, organo-electroluminescent layers. The electroluminescent devices may be employed for full color display panels in for example mobile phones, televisions and personal computer screens.

  揭示了包含含有一种或多种嘧啶基团的有机化合物的有机层的电致发光器件。含有一种或多种嘧啶基团的有机化合物是蓝光发射、耐用的有机电致发光层的合适组分。这些电致发光器件可以用于全彩显示面板，例如移动电话、电视和个人电脑屏幕。
• Synthesis of Enol Ethers and Enamines by Pd-Catalyzed Tosylhydrazide-Promoted Cross-Coupling Reactions
  作者：José Barluenga、María Escribano、Patricia Moriel、Fernando Aznar、Carlos Valdés

  DOI：10.1002/chem.200902718

  日期：2009.12.14

  α‐Alkoxycarbonyl and α‐aminocarbonyl compounds are good substrates for the recently developed tosylhydrazide‐promoted Pd‐catalyzed cross‐coupling of carbonyls with aryl halides. The reaction gives rise to enol ethers and enamines, respectively, which are useful synthetic intermediates in heterocyclic synthesis. Otherwise, they can be hydrolyzed to give α,α‐disubstituted aldehydes.

  α-取代很好：α-烷氧羰基和α-氨基羰基化合物是最近开发的甲苯磺酰肼促进的Pd催化的羰基与芳基卤化物交叉偶联的良好底物。该反应分别产生烯醇醚和烯胺，它们是杂环合成中有用的合成中间体。否则，可以将它们水解得到α，α-二取代醛。