methyl 2-(8-methoxy-2-oxo-2H-chromen-3-yl)-2-oxoacetate | 1400890-04-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: methyl 2-(8-methoxy-2-oxo-2H-chromen-3-yl)-2-oxoacetate
• 英文别名: Methyl 2-(8-methoxy-2-oxochromen-3-yl)-2-oxoacetate；methyl 2-(8-methoxy-2-oxochromen-3-yl)-2-oxoacetate
• CAS: 1400890-04-1
• 化学式: C₁₃H₁₀O₆
• 分子量: 262.219
• InChiKey: QTPXIRWKIOTVJT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  78.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  邻香草醛 、 丁炔二酸二甲酯 在 哌啶 、 iron(III) chloride 作用下， 以 甲苯 为溶剂， 反应 7.0h， 以87%的产率得到methyl 2-(8-methoxy-2-oxo-2H-chromen-3-yl)-2-oxoacetate
  参考文献：
  名称：

  An efficient route to coumarin derivatives under dual catalysis, an organo- and a Lewis acid catalyst

  摘要：

  An efficient reaction of dialkyl acetylenedicarboxylate with various o-hydroxy aromatic aldehydes under dual catalysis with piperidine and FeCl3 in refluxing toluene afforded alkyl 2-oxo-2-(2-oxo-2H-chromen-3-yl) acetates in good to excellent yield. The advantages of this reaction include the use of easily available starting materials, one-pot reaction, mild reaction conditions and operational simplicity. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.07.092

文献信息

• An efficient route to coumarin derivatives under dual catalysis, an organo- and a Lewis acid catalyst
  作者：Gourhari Maiti、Rajiv Karmakar、Utpal Kayal、Rudraksha Nath Bhattacharya

  DOI：10.1016/j.tet.2012.07.092

  日期：2012.10

  An efficient reaction of dialkyl acetylenedicarboxylate with various o-hydroxy aromatic aldehydes under dual catalysis with piperidine and FeCl3 in refluxing toluene afforded alkyl 2-oxo-2-(2-oxo-2H-chromen-3-yl) acetates in good to excellent yield. The advantages of this reaction include the use of easily available starting materials, one-pot reaction, mild reaction conditions and operational simplicity. (C) 2012 Elsevier Ltd. All rights reserved.