4,4-dimethoxy-1,3-diphenyl-butan-1-one | 862201-24-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 4,4-dimethoxy-1,3-diphenyl-butan-1-one
• 英文别名: 4,4-Dimethoxy-1,3-diphenylbutan-1-one
• CAS: 862201-24-9
• 化学式: C₁₈H₂₀O₃
• 分子量: 284.355
• InChiKey: CRPRWWNPJRGSQA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 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：

  4,4-dimethoxy-1,3-diphenyl-butan-1-one 在 盐酸 、 sodium nitrate 、 ammonium acetate 、 乙酸酐 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 [3-(4-diethylamino-methyl-phenyl)-5-phenyl-pyrrol-2-ylidene]-(3,5-diphenyl-1H-pyrrol-2-yl)-amine
  参考文献：
  名称：

  A Modular Synthesis of Unsymmetrical Tetraarylazadipyrromethenes

  摘要：

  A stepwise route to unsymmetrical tetraarylazadipyrromethenes by a condensation of 2,4-diaryl-5-nitroso-pyrroles with 2,4-diarylpyrroles is described. This modular building-block approach allows for the introduction of up to four different aryl substituents on the azadipyrromethene and is tolerant of a varied substituent set. An efficient synthesis of the 2,4-diarylpyrroles building blocks from 1,3-diaryl-4-nitro-butan-1-ones by nitro hydrolysis to a keto-aldehyde and subsequent ammonia condensation reaction has been achieved. The facile conversion of 2,4-diarylpyrroles into their alpha-nitroso analogues by their reaction with sodium nitrite generated the second building block required for the synthesis.

  DOI：

  10.1021/jo050696k
• 作为产物：
  描述：

  甲醇 、 4-硝基-1,3-二苯基-1-丁酮 在 氢氧化钾 、 硫酸 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 2.0h， 以73%的产率得到4,4-dimethoxy-1,3-diphenyl-butan-1-one
  参考文献：
  名称：

  A Modular Synthesis of Unsymmetrical Tetraarylazadipyrromethenes

  摘要：

  A stepwise route to unsymmetrical tetraarylazadipyrromethenes by a condensation of 2,4-diaryl-5-nitroso-pyrroles with 2,4-diarylpyrroles is described. This modular building-block approach allows for the introduction of up to four different aryl substituents on the azadipyrromethene and is tolerant of a varied substituent set. An efficient synthesis of the 2,4-diarylpyrroles building blocks from 1,3-diaryl-4-nitro-butan-1-ones by nitro hydrolysis to a keto-aldehyde and subsequent ammonia condensation reaction has been achieved. The facile conversion of 2,4-diarylpyrroles into their alpha-nitroso analogues by their reaction with sodium nitrite generated the second building block required for the synthesis.

  DOI：

  10.1021/jo050696k

文献信息

• 1,2,4-Triphenylpyrroles: Synthesis, Structure and Luminescence Properties
  作者：Joana R. M. Ferreira、Raquel Nunes da Silva、João Rocha、Artur M. S. Silva、Samuel Guieu

  DOI：10.1055/s-0039-1690828

  日期：2020.4

  processes. Certain pyrrole derivatives are fluorescent and may be used as molecular probes or biomarkers in the diagnosis of diseases, such as Alzheimer’s or Parkinson’s. Herein is reported the synthesis of five new pyrrole derivatives bearing phenyl rings on positions 1, 2, and 4, with electron-donating groups at the periphery. The introduction of more or stronger electron-donating groups red-shifts and

  吡咯广泛存在于天然产物中，并在生物过程中发挥重要作用。某些吡咯衍生物具有荧光性，可用作诊断疾病（例如阿尔茨海默氏症或帕金森氏症）的分子探针或生物标志物。本文报道了五种新的吡咯衍生物的合成，它们在 1、2 和 4 位带有苯环，外围带有给电子基团。引入更多或更强的给电子基团会发生红移并提高荧光发射的效率。
• A Modular Synthesis of Unsymmetrical Tetraarylazadipyrromethenes
  作者：Michael J. Hall、Shane O. McDonnell、John Killoran、Donal F. O'Shea

  DOI：10.1021/jo050696k

  日期：2005.7.1

  A stepwise route to unsymmetrical tetraarylazadipyrromethenes by a condensation of 2,4-diaryl-5-nitroso-pyrroles with 2,4-diarylpyrroles is described. This modular building-block approach allows for the introduction of up to four different aryl substituents on the azadipyrromethene and is tolerant of a varied substituent set. An efficient synthesis of the 2,4-diarylpyrroles building blocks from 1,3-diaryl-4-nitro-butan-1-ones by nitro hydrolysis to a keto-aldehyde and subsequent ammonia condensation reaction has been achieved. The facile conversion of 2,4-diarylpyrroles into their alpha-nitroso analogues by their reaction with sodium nitrite generated the second building block required for the synthesis.