1-(2,6-二羟基-4-吡咯烷-1-基苯基)乙酮 | 100942-39-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-(2,6-二羟基-4-吡咯烷-1-基苯基)乙酮
• 英文名称: 1-(2,6-dihydroxy-4-pyrrolidin-1-ylphenyl)ethanone
• 英文别名: 2,6-dihydroxy-4-pyrrolidinyl-acetophenone；Ethanone, 1-[2,6-dihydroxy-4-(1-pyrrolidinyl)phenyl]-
• CAS: 100942-39-0
• 化学式: C₁₂H₁₅NO₃
• 分子量: 221.256
• InChiKey: SPQBMNYREXHFSZ-UHFFFAOYSA-N

物化性质

• 沸点：
  448.7±45.0 °C(Predicted)
• 密度：
  1.283±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  60.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(2,6-二羟基-4-吡咯烷-1-基苯基)乙酮 在 双氧水 、 potassium carbonate 、 sodium hydroxide 作用下， 以 乙醇 、 水 、 丙酮 为溶剂， 反应 50.08h， 生成 (2Z)-2-(4-methoxybenzylidene)-4-(methoxymethoxy)-6-pyrrolidin-1-yl-1-benzofuran-3(2H)-one
  参考文献：
  名称：

  A One-Pot Synthesis of Aurones from Substituted Acetophenones and Benz­aldehydes: A Concise Synthesis of Aureusidin

  摘要：

  A one-pot synthesis of aurones from substituted acetophenone and benzaldehyde has been developed on the basis of an improved Algar-Flynn-Oyamada reaction. By using this method, several aurones were prepared in three steps from commercial starting materials. The usefulness of this one-pot strategy was confirmed by a synthesis of aureusidin, an inhibitor of iodothyronine deiodinase, in 41% overall yield. In comparison with a two-step synthesis of this product from the same substrates, the one-pot strategy was more effective, giving a higher yield and requiring fewer and simpler operations.

  DOI：

  10.1055/s-0031-1291153
• 作为产物：
  描述：

  四氢吡咯 、 2,4,6-三羟基苯乙酮一水合物 以 甲苯 为溶剂， 反应 72.0h， 以31%的产率得到1-(2,6-二羟基-4-吡咯烷-1-基苯基)乙酮
  参考文献：
  名称：

  Apsimon, J. W.; Herman, L. W.; Huber, C., Canadian Journal of Chemistry, 1985, vol. 63, p. 2589 - 2596

  摘要：

  DOI：

文献信息

• Pearce; Parker; Deason, Journal of Medicinal Chemistry, 1994, vol. 37, # 4, p. 526 - 541
  作者：Pearce、Parker、Deason、Dischino、Gillespie、Qureshi、Volk、Wright

  DOI：——

  日期：——
• 2,6-DIHYDROXY-4-PYRROLIDINYL-ACETOPHENONE AND ITS COMPLEX WITH PYRROLIDINE
  作者：Kálmán Harsányi、Csaba Szántay Jr

  DOI：10.1515/hc.2002.8.3.255

  日期：2002.1
• A One-Pot Synthesis of Aurones from Substituted Acetophenones and Benz­aldehydes: A Concise Synthesis of Aureusidin
  作者：Zhixiang Xie、Ying Li、Xiaolong Zhao、Jie Liu

  DOI：10.1055/s-0031-1291153

  日期：2012.7

  A one-pot synthesis of aurones from substituted acetophenone and benzaldehyde has been developed on the basis of an improved Algar-Flynn-Oyamada reaction. By using this method, several aurones were prepared in three steps from commercial starting materials. The usefulness of this one-pot strategy was confirmed by a synthesis of aureusidin, an inhibitor of iodothyronine deiodinase, in 41% overall yield. In comparison with a two-step synthesis of this product from the same substrates, the one-pot strategy was more effective, giving a higher yield and requiring fewer and simpler operations.
• Apsimon, J. W.; Herman, L. W.; Huber, C., Canadian Journal of Chemistry, 1985, vol. 63, p. 2589 - 2596
  作者：Apsimon, J. W.、Herman, L. W.、Huber, C.

  DOI：——

  日期：——