1-(4,5-bis(4-methoxyphenyl)-2-methyl-1H-pyrrol-3-yl)ethanone | 32559-45-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 1-(4,5-bis(4-methoxyphenyl)-2-methyl-1H-pyrrol-3-yl)ethanone
• 英文别名: 1-[4,5-bis-(4-methoxy-phenyl)-2-methyl-pyrrol-3-yl]-ethanone；1-[4,5-bis(4-methoxyphenyl)-2-methyl-1H-pyrrol-3-yl]ethanone
• CAS: 32559-45-8
• 化学式: C₂₁H₂₁NO₃
• 分子量: 335.403
• InChiKey: ZLFXBMYNWBNJFH-UHFFFAOYSA-N

物化性质

• 沸点：
  501.4±50.0 °C(Predicted)
• 密度：
  1.140±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  51.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-甲氧基苯甲醛 在 sodium cyanide 、 cocamidopropyl betaine 、 ammonium acetate 作用下， 以 乙醇 、 水 为溶剂， 反应 2.17h， 生成 1-(4,5-bis(4-methoxyphenyl)-2-methyl-1H-pyrrol-3-yl)ethanone
  参考文献：
  名称：

  椰油酰胺丙基甜菜碱催化苯偶姻在水中的原位缩合及拟四组分反应

  摘要：

  描述了在胶束介质中使用非常少量的椰油酰胺丙基甜菜碱在水中合成安息香作为关键合成结构单元和取代吡咯的改进合成方法。在这种一锅法中，醛的安息香缩合和原位形成的安息香与 1,3-二羰基和乙酸铵的进一步假四组分反应得到了所需的吡咯产物的极好收率。

  DOI：

  10.1055/s-0034-1379881

文献信息

• A catalyst- and solvent-free three-component reaction for the regioselective one-pot access to polyfunctionalized pyrroles
  作者：Subrahmanya Ishwar Bhat、Darshak R. Trivedi

  DOI：10.1016/j.tetlet.2013.07.153

  日期：2013.10

  A facile method for the regioselective synthesis of tetrasubstituted pyrroles, from readily accessible 1,3-dicarbonyls, benzoin derivatives and ammonium acetate, has been developed. The one-pot three-component reactions were performed to afford tetrasubstituted pyrroles under solvent- and catalyst-free conditions.

  已经开发了一种容易地从容易获得的1，3-二羰基，安息香衍生物和乙酸铵进行四取代吡咯的区域选择性合成的方法。在无溶剂和无催化剂的条件下进行一锅三组分反应，得到四取代的吡咯。
• A novel bi-functional surfactant-based paramagnetic deep-eutectic catalyst for improved benzoin condensation and multi-component synthesis of pyrrole derivatives
  作者：Fatemeh Tamaddon、SeydEhsan Tadayonfar

  DOI：10.1016/j.molliq.2019.01.095

  日期：2019.4

  for improved benzoin condensation and three-component synthesis of substituted pyrroles with the highest turnover number (TON) and turnover frequency (TOF) that ever reported for this purpose. The superior activity of MGSFe is due to its amphiphile properties, the synergistic effects between GS2+ and 2FeCl4− as hydrogen-bond-donor and magnetic hydrogen-bond-acceptor components of this novel magneto-responsive

  通过制备的阳离子双基表面活性剂（GS）与两摩尔FeCl的优化反应，合成了一种新型的专业磁性表面活性剂基深共熔（DE）和粘胶液化催化剂（GS 2 + ·2FeCl 4，MGSFe）。3 ·6小时2O. GS和MGSFe的结构通过NMR，FT-IR，紫外可见光，CHN，pH，表面张力（ᵞ）和振动样品磁强度（VSM）分析进行了表征。MGSFe是> 50°C时的高粘稠棕褐色液体，已成功测试作为高活性顺磁性催化剂，可改善安息香的缩合反应和三组分合成取代吡咯的最高周转数（TON）和周转频率（TOF） ）为此目的进行了报道。MGSFe的优良的活性是由于其两亲性质，GS之间的协同效应2+和2FeCl 4 -作为这种新颖的磁响应DE的氢键供体和磁性氢键受体组分，即使在合成吡咯的四个结果循环中，其重用性也不会丧失活性。这种基于GS的磁性DE可用作油溶混性添加剂，污染物吸附剂和目标物质毒物的生物材料载体。
• Improved Catalyst-Free Synthesis of Pyrrole Derivatives in Aqueous Media
  作者：Fatemeh Tamaddon、Farideh Amirpoor

  DOI：10.1055/s-0033-1339294

  日期：——

  An improved catalyst-free, three-component reaction of ammonium acetate, 1,3-dicarbonyl compounds, and aromatic a-hydroxycarbonyl compounds has been carried out in water-ethanol (50:50) under reflux conditions. The improvement of yield in this aqueous medium is attributed to a combination of increased association of the reactants by hydrophobic interactions and precipitation of the product during the reaction. This operationally simple procedure is less laborious and provides a better scope and chemoselectivity than previously reported procedures.
• Cocamidopropyl Betaine Catalyzed Benzoin Condensation and Pseudo-Four-Component Reaction of the in Situ Formed Benzoin in Water
  作者：Fatemeh Tamaddon、Masoomeh Alizadeh

  DOI：10.1055/s-0034-1379881

  日期：——

  An improved synthesis of benzoins, as key synthetic building blocks, and substituted pyrroles in micelle medium using a very small amount of cocamidopropyl betaine in water is described. In this one-pot strategy, benzoin condensation of aldehydes and further pseudo-four-component reaction of the in situ formed benzoin with 1,3-dicarbonyls, and ammonium acetate gave excellent yields of the desired pyrrole

  描述了在胶束介质中使用非常少量的椰油酰胺丙基甜菜碱在水中合成安息香作为关键合成结构单元和取代吡咯的改进合成方法。在这种一锅法中，醛的安息香缩合和原位形成的安息香与 1,3-二羰基和乙酸铵的进一步假四组分反应得到了所需的吡咯产物的极好收率。