diethyl (3-hydroxy-4-oxonaphthalen-1-ylidene)malonate | 7475-39-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: diethyl (3-hydroxy-4-oxonaphthalen-1-ylidene)malonate
• 英文别名: Diethyl (3-hydroxy-4-oxonaphthalen-1(4H)-ylidene)propanedioate；diethyl 2-(3-hydroxy-4-oxonaphthalen-1-ylidene)propanedioate
• CAS: 7475-39-0
• 化学式: C₁₇H₁₆O₆
• 分子量: 316.31
• InChiKey: NOYJQYUJKVGDGF-UHFFFAOYSA-N

物化性质

• 熔点：
  110 °C
• 沸点：
  437.9±45.0 °C(Predicted)
• 密度：
  1.340±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  89.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  sodium 1,2-naphthoquinone-4-sulfonate 、 丙二酸二乙酯 在 potassium tert-butylate 作用下， 以 PEG 300 为溶剂， 以67%的产率得到diethyl (3-hydroxy-4-oxonaphthalen-1-ylidene)malonate
  参考文献：
  名称：

  Polyethylene Glycol (PEG 300) and Water–Ethanol as Benign Solvent Systems for the Synthesis of a Novel Series of 2-Hydroxynaphthalen-1(4H)-Ones

  摘要：

  An improved, clean, simple, and efficient method for the synthesis of new series of 2-hydroxy-4-methylenenaphthalen-1(4H)-one is described. This new process involves a domino Michael addition of various methylene acid compounds with the sodium salt of 1,2-naphthoquinone-4-sulfonate either in basic (tBuOK) polyethylene glycol (PEG300) at room temperature or in a basic (NaOH) water-ethanol medium at 40 degrees C by a crushing in a mortar or a traditional heating.

  DOI：

  10.1080/00397911003797916

文献信息

• Polyethylene Glycol (PEG 300) and Water–Ethanol as Benign Solvent Systems for the Synthesis of a Novel Series of 2-Hydroxynaphthalen-1(4<i>H</i>)-Ones
  作者：D. Villemin、M. Benabdallah、N. Choukchou-Braham、B. Mostefa-Kara

  DOI：10.1080/00397911003797916

  日期：2010.9.20

  An improved, clean, simple, and efficient method for the synthesis of new series of 2-hydroxy-4-methylenenaphthalen-1(4H)-one is described. This new process involves a domino Michael addition of various methylene acid compounds with the sodium salt of 1,2-naphthoquinone-4-sulfonate either in basic (tBuOK) polyethylene glycol (PEG300) at room temperature or in a basic (NaOH) water-ethanol medium at 40 degrees C by a crushing in a mortar or a traditional heating.

表征谱图