5-ethoxy-4-methyl-2H-chromen-2-one | 1391473-01-0

• 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: 5-ethoxy-4-methyl-2H-chromen-2-one
• 英文别名: 5-Ethoxy-4-methylchromen-2-one
• CAS: 1391473-01-0
• 化学式: C₁₂H₁₂O₃
• 分子量: 204.225
• InChiKey: HNPFQEATKCNTSH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  6-乙氧基-2-羟基乙酰苯 在 1,10-菲罗啉 、 palladium diacetate 、 4-甲基苯磺酸吡啶 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 、 乙腈 为溶剂， 40.0~110.0 ℃ 、137.9 kPa 条件下， 反应 23.0h， 生成 5-ethoxy-4-methyl-2H-chromen-2-one
  参考文献：
  名称：

  Synthesis of Coumarins via Pd-Catalyzed Oxidative Cyclocarbonylation of 2-Vinylphenols

  摘要：

  Palladium-catalyzed oxidative cyclocarbonylation of 2-vinylphenols constitutes a simple, direct method for the synthesis of coumarins. The reaction conditions, employing low pressures of CO, and air or 1,4- benzoquinone as the oxidant, are attractive in terms of environmental considerations and operational simplicity. Coumarins with a variety of functional groups were prepared in yields up to 85%.

  DOI：

  10.1021/ol302725x

文献信息

• Introduction of poly(4-vinylpyridinium) perchlorate as a new, efficient, and versatile solid acid catalyst for one-pot synthesis of substituted coumarins under ultrasonic irradiation
  作者：Nader Ghaffari Khaligh、Farhad Shirini

  DOI：10.1016/j.ultsonch.2012.07.013

  日期：2013.1

  Poly(4-vinylpyridinium) perchlorate, is a supported, recyclable, eco-benign catalyst for synthesis of substituted coumarins via Pechmann reaction using ultrasound irradiation at room temperature and neat condition in high yields with short reaction times. The catalyst was studied by FT-IR, X-ray diffraction, scanning electron microscope, thermo-gravimetric and energy dispersion X-ray analyses. All the products were extensively characterized by H-1 NMR, FT-IR, MS and melting point analyses. This methodology offers momentous improvements over various options for the synthesis of coumarins with regard to yield of products, simplicity in operation and green aspects by avoiding toxic catalysts and solvents. Further, the catalyst can be reused and recovered for several times without loss of activity. (C) 2012 Elsevier B.V. All rights reserved.