(2E)-ethyl 3-oxo-2-((4-oxo-4H-chromen-3-yl)methylene)butanoate | 57443-89-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: (2E)-ethyl 3-oxo-2-((4-oxo-4H-chromen-3-yl)methylene)butanoate
• 英文别名: ethyl (2E)-3-oxo-2-[(4-oxochromen-3-yl)methylidene]butanoate
• CAS: 57443-89-7；151129-97-4
• 化学式: C₁₆H₁₄O₅
• 分子量: 286.284
• InChiKey: CXYRKTRMKISWJP-MDWZMJQESA-N

物化性质

• 熔点：
  120-122 °C(Solv: ethanol (64-17-5); water (7732-18-5))
• 沸点：
  392.3±42.0 °C(Predicted)
• 密度：
  1.316±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  69.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (2E)-ethyl 3-oxo-2-((4-oxo-4H-chromen-3-yl)methylene)butanoate 生成 2,3-dihydro-4-ethoxycarbonyl-5-methyl-3-(4-oxo-4H-1-benzopyran-3-yl)furan
  参考文献：
  名称：

  GHOSH, CHANDRA KANTA;BISWAS, SUBHABRATA, J. CHEM. SOC. CHEM. COMMUN.,(1989) N2, C. 1784-1785

  摘要：

  DOI：
• 作为产物：
  描述：

  色酮-3-甲醛 、 乙酰乙酸乙酯 在 sodium acetate 、 乙酸酐 作用下， 反应 2.0h， 以45%的产率得到(2E)-ethyl 3-oxo-2-((4-oxo-4H-chromen-3-yl)methylene)butanoate
  参考文献：
  名称：

  Ghosh; Bandyopadhyay; Biswas, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1990, vol. 29, # 9, p. 814 - 818

  摘要：

  DOI：

文献信息

• A Mild and Efficient Route to 3-Vinylchromones in Aqueous Micellar Media
  作者：Vikash Kumar、Amrita Chatterjee、Mainak Banerjee

  DOI：10.1080/00397911.2015.1084008

  日期：2015.10.18

  A simple, mild, and ecofriendly method has been developed for the synthesis of 3-vinylchromones from 4-oxo-4H-1-benzopyran-3-carboxaldehyde (3-formylchromone) by simple Knoevenagel condensation with various active methylene compounds (AMC) in aqueous micellar media in the presence of catalytic amounts of cetyl trimethylammonium bromide (CTAB) and 1,4-diazabicyclo[2.2.2]octane (DABCO). In the case of malonic acid as AMC, the reaction resulted in formation of only Doebner decarboxylated products under the standard reaction condition. It has been also observed that 3-formylchromone derivatives primarily undergo tandem Knoevenagel and Michael reactions in the presence of >2 equiv. of ethyl acetoacetate to produce benzophenone derivatives, by opening of pyran ring, as the sole product in good yields.
• Ghosh, Chandra Kanta; Sahana, Sirin; Bandyopadhyay, Chandrakanta, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1993, vol. 32, # 6, p. 624 - 629
  作者：Ghosh, Chandra Kanta、Sahana, Sirin、Bandyopadhyay, Chandrakanta

  DOI：——

  日期：——
• GHOSH, CHANDRA KANTA;BANDYOPADHYAY, CHANDRAKANTA;BISWAS, SUBHABRATA;KUMAR+, INDIAN J. CHEM. B, 29,(1990) N, C. 814-818
  作者：GHOSH, CHANDRA KANTA、BANDYOPADHYAY, CHANDRAKANTA、BISWAS, SUBHABRATA、KUMAR+

  DOI：——

  日期：——
• HAAS G.; STANTON J. L.; SPRECHER A. VON; WENK P., J. HETEROCYCL. CHEM., 1981, 18, NO 3, 607-612
  作者：HAAS G.、 STANTON J. L.、 SPRECHER A. VON、 WENK P.

  DOI：——

  日期：——
• JONES W. D.; ALBRECHT W. L., J. ORG, CHEM. <JOCE-AH>, 1976, 41, NO 4, 706-707
  作者：JONES W. D.、 ALBRECHT W. L.

  DOI：——

  日期：——