6-hydroxy-1-(4-methoxyphenyl)benzochroman-3-one

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 新黄酮类化合物
• 英文名称: 6-hydroxy-1-(4-methoxyphenyl)benzochroman-3-one
• 英文别名: 6-Hydroxy-1-(4-methoxyphenyl)-1,2-dihydrobenzo[f]chromen-3-one
• 化学式: C₂₀H₁₆O₄
• 分子量: 320.345
• InChiKey: IDQBOFXGRODGGF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (2E)-3-(4-甲氧基苯基)丙烯酰氯 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 6-hydroxy-1-(4-methoxyphenyl)benzochroman-3-one
  参考文献：
  名称：

  The Michael Reaction of N-Cinnamoylazoles with Phenols. A Simple Synthesis of 4-Arylchroman-2-ones and 1-Arylbenzo[f]chroman-3-ones

  摘要：

  4-芳基色满-2-酮3和1-芳基苯并[f]色满-3-酮6已通过将二羟基或三羟基苯酚与对位取代的N-肉桂酰基吡唑在二氯甲烷中回流并在DBU存在下反应，以中等至良好的产率制备。

  DOI：

  10.1055/s-2000-6233

文献信息

• Uncatalyzed Reaction of Phenols and Naphthols with Methyl Cinnamates. A Simple Synthesis of 4-Arylchroman-2-ones and 1-Arylbenzo[f]chroman-3-ones
  作者：Giovanna Speranza、Antonella Di Meo、Simona Zanzola、Gabriele Fontana、Paolo Manitto

  DOI：10.1055/s-1997-1293

  日期：1997.8

  4-Arylchroman-2-ones and 1-arylbenzo[f]chroman-3-ones can be prepared in moderate to good yields by reaction of phenols or β-naphthols with p-substituted methyl cinnamates in o-xylene under reflux.

  苯酚或δ-萘酚与对取代的肉桂酸甲酯在邻二甲苯中在回流条件下发生反应，可制备 4-芳基苯并[f]色满-2-酮和 1-芳基苯并[f]色满-3-酮，收率中等至良好。
• A New Benzochromanone Derivative from Cape Aloe
  作者：Giovanna Speranza、Antonella Di Meo、Paolo Manitto、Diego Monti、Gabriele Fontana

  DOI：10.1021/jf950257u

  日期：1996.1.1

  A new compound was isolated from a commercial sample of Cape aloe, and its structure was determined by spectral analysis. This benzo[f]chroman-3-one (1) occurs in the drug in racemic form. The synthesis of an analogous chromanone (9) via intramolecular thermal acid-catalyzed cyclization of the 2-naphthyl cinnamate (11) strongly supports the formation of 1 as a process product.
• The Michael Reaction of N-Cinnamoylazoles with Phenols. A Simple Synthesis of 4-Arylchroman-2-ones and 1-Arylbenzo[f]chroman-3-ones
  作者：Giovanna Speranza、Carlo F. Morelli、Paolo Manitto

  DOI：10.1055/s-2000-6233

  日期：——

  4-Arylchroman-2-ones 3 and 1-arylbenzo[f]chroman-3-ones 6 have been prepared in moderate to good yields by reaction of dihydric or trihydric phenols with p-substituted N-cinnamoylazoles in dichloromethane under reflux in the presence of DBU.

  4-芳基色满-2-酮3和1-芳基苯并[f]色满-3-酮6已通过将二羟基或三羟基苯酚与对位取代的N-肉桂酰基吡唑在二氯甲烷中回流并在DBU存在下反应，以中等至良好的产率制备。