1-(4-methoxyphenyl)-3-methoxy-1-propanone | 56475-33-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(4-methoxyphenyl)-3-methoxy-1-propanone
• 英文别名: 3-methoxy-1-(4-methoxyphenyl)propan-1-one；3,4'-Dimethoxypropiophenon
• CAS: 56475-33-3
• 化学式: C₁₁H₁₄O₃
• 分子量: 194.23
• InChiKey: UGRDXEKPGFEEEJ-UHFFFAOYSA-N

物化性质

• 沸点：
  129-133 °C(Press: 1-2 Torr)
• 密度：
  1.053±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 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：

  1-(4-methoxyphenyl)-3-methoxy-1-propanone 在 palladium on activated charcoal 氢气 作用下， 生成
  参考文献：
  名称：

  Kasturi,T.R.; Ramachandra,R., Indian Journal of Chemistry, 1975, vol. 13, p. 9 - 12

  摘要：

  DOI：
• 作为产物：
  描述：

  对甲氧基苯乙酮 在 sodium carbonate 、 三氟乙酸 、 diisopropylammonium trifluoroacetate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 4.0h， 生成 1-(4-methoxyphenyl)-3-methoxy-1-propanone
  参考文献：
  名称：

  Oxa-Michael addition promoted by the aqueous sodium carbonate

  摘要：

  An efficient Michael addition of alcohols to activated alkenes promoted by sodium carbonate with water as reaction medium has been developed. The reaction provides a general, economical and environmentally friendly approach for the synthesis of beta-alkoxycarbonyl compounds. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.10.019

文献信息

• Unveiling the Reactivity of Propargylic Hydroperoxides under Gold Catalysis
  作者：Benito Alcaide、Pedro Almendros、M. Teresa Quirós、Ramón López、María I. Menéndez、Aleksandra Sochacka-Ćwikła

  DOI：10.1021/ja3108966

  日期：2013.1.16

  Controlled gold-catalyzed reactions of primary and secondary propargylic hydroperoxides with a variety of nucleophiles including alcohols, phenols, 2-hydroxynaphthalene-1,4-dione, and indoles allow the direct and efficient synthesis of β-functionalized ketones. Moreover, the utility of some of the resulting products for the selective preparation of fused polycycles has been demonstrated. In addition

  伯和仲炔丙基氢过氧化物与各种亲核试剂（包括醇、酚、2-羟基萘-1,4-二酮和吲哚）的受控金催化反应允许直接有效地合成 β-官能化酮。此外，已经证明了一些所得产物用于选择性制备稠合多环的效用。此外，还进行了密度泛函理论 (DFT) 计算和 (18) O 标记实验，以深入了解炔丙基氢过氧化物与外部亲核试剂在金催化下的受控反应性的各个方面。
• p-Toluenesulfonic acid-promoted selective functionalization of unsymmetrical arylalkynes: a regioselective access to various arylketones and heterocycles
  作者：Maud Jacubert、Olivier Provot、Jean-François Peyrat、Abdallah Hamze、Jean-Daniel Brion、Mouâd Alami

  DOI：10.1016/j.tet.2010.03.055

  日期：2010.5

  Regioselective hydration of a wide range of internal alkynes has been afforded in high to good yields by using PTSA in EtOH. The scope of the reaction of alkynes has been delineated. Arylaliphatic alkynes and diarylalkynes were regioselectively hydrated in good to excellent yields and short reaction times when the reaction was achieved under microwave irradiation. Moreover, diarylalkynes, arylenynes

  通过在EtOH中使用PTSA，可以实现高产率到良好产率的多种内部炔烃的区域选择性水合。已经描述了炔烃的反应范围。当在微波辐射下完成反应时，芳基脂族炔烃和二芳基炔烃以良好至优异的产率和短的反应时间进行区域选择性水合。而且，对在邻位带有甲氧基或硫代甲基取代基的二芳基炔，芳炔和二芳基二炔进行区域选择性5-内酯化。-dig-环化得到各种2-芳基-和2-苯乙烯基苯并呋喃或苯并噻吩衍生物。我们相信，这种新的无金属污染的环保方法与微波辐射相结合，对于绿色实验室规模的合成研究将非常重要。
• Zeolite based catalytic process for preparation of acylated aromatic ethers
  申请人：Jasra Vir Raksh

  公开号：US20060041171A1

  公开（公告）日：2006-02-23

  The present invention relates to an improved zeolite based catalytic process for the preparation of acylated aromatic ethers and more particularly, the invention relates to catalysed acylation of anisole (methoxybenzene) and veratrole (1,2-dimethoxybenzene) for the preparation of acylated aromatic ether, namely, p-methoxyacetophenone and 3,4-dimethoxyacetophenone respectively using microporous alumino-silicates solids like zeolites.

  本发明涉及一种改进的基于沸石的催化过程，用于制备酰化芳香醚，更具体地说，该发明涉及对甲氧基苯和1,2-二甲氧基苯进行催化酰化，以制备酰化芳香醚，即对甲氧基苯乙酮和3,4-二甲氧基苯乙酮，分别使用微孔氧化铝硅酸盐固体，如沸石。
• [EN] ZEOLITE BASED CATALYTIC PROCESS FOR PREPARATION OF ACYLATED AROMATIC ETHERS<br/>[FR] PROCÉDÉ CATALYTIQUE À BASE DE ZÉOLITE POUR LA PRÉPARATION D'ÉTHERS AROMATIQUES ACYLÉS
  申请人：COUNCIL SCIENT IND RES

  公开号：WO2006016197A1

  公开（公告）日：2006-02-16

  The present invention relates to an improved zeolite based catalytic process for the preparation of acylated aromatic ethers and more particularly, the invention relates to catalysed acylation of anisole (methoxybenzene) and veratrole (1,2- dimethoxybenzene) for the preparation of acylated aromatic ether, namely, p-methoxyacetophenone and 3,4-dimethoxyacetophenone respectively using microporous alumino-silicates solids like zeolites.

  本发明涉及一种改进的基于沸石的催化过程，用于制备酰化芳香醚，更具体地说，该发明涉及对甲氧基苯和1,2-二甲氧基苯进行催化酰化，以制备酰化芳香醚，即对甲氧基苯乙酮和3,4-二甲氧基苯乙酮，分别使用沸石等微孔氧化铝硅酸盐固体。
• Highly Efficient<i>p</i>-Toluenesulfonic Acid-Catalyzed Alcohol Addition or Hydration of Unsymmetrical Arylalkynes
  作者：Mouâd Alami、Nathanaël Olivi、Emmanuel Thomas、Jean-François Peyrat、Jean-Daniel Brion

  DOI：10.1055/s-2004-831310

  日期：——

  Under a catalytic amount of PTSA in aqueous or alcoholic media, activated unsymmetrical arylalkynes 1 undergo regioselective water or alcohol addition to afford successfully carbonyl compounds 2 in good to excellent yields. This new environmentally metal-free procedure, which afforded only Markovnikov adducts, is characterized by the mildness of acidic conditions and the excellent regio- and chemoselectivity

  在水或醇介质中催化量的 PTSA 下，活化的不对称芳炔 1 经历区域选择性的水或醇加成，以良好至极好的产率成功提供羰基化合物 2。这种新的无环境金属程序仅提供马尔可夫尼科夫加合物，其特点是温和的酸性条件和出色的区域和化学选择性。