4-hydroxy-3-(4-methylbenzoyl)-6-(4-methylphenyl)-2H-pyran-2-one | 65384-67-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-hydroxy-3-(4-methylbenzoyl)-6-(4-methylphenyl)-2H-pyran-2-one
• 英文别名: 4-hydroxy-3-(4-methylbenzoyl)-6-(p-tolyl)-2H-pyran-2-one；4-hydroxy-3-(4-methyl-benzoyl)-6-p-tolyl-pyran-2-one；4-Hydroxy-3-(4-methyl-benzoyl)-6-p-tolyl-pyran-2-one；4-hydroxy-3-(4-methylbenzoyl)-6-(4-methylphenyl)pyran-2-one
• CAS: 65384-67-0
• 化学式: C₂₀H₁₆O₄
• mdl: MFCD00503241
• 分子量: 320.345
• InChiKey: NWDZUPUNCJTZMR-UHFFFAOYSA-N

物化性质

• 沸点：
  479.6±45.0 °C(Predicted)
• 密度：
  1.305±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-hydroxy-3-(4-methylbenzoyl)-6-(4-methylphenyl)-2H-pyran-2-one 以 乙醇 为溶剂， 反应 3.0h， 生成 3-<2-acetylaminophenylimino(p-toluoyl)>-4-hydroxy-6-(p-tolyl)-2H-pyran-2-one
  参考文献：
  名称：

  Synthesis of some schiff bases of 3-aroyl-6-aryl-4-hydroxy-2H-pyran-2-ones

  摘要：

  The reaction of 3-aroyl-6-aryl-4-hydroxy-2H-pyran-2-ones (Ar = p-tolyl, 1,1'-biphenyl-4-yl or thienyl) with aniline and substituted o-phenylenediamine (R = H, CH3 or Cl) yields a series of new Schiff bases 2 a - f in 51 - 72% yield. Bromination of 1 a gave the 5-bromo derivative 1 c, while the compounds 1 a, 1 b, 2 b, 2e, and 2 f were converted into 2,6-diaryl-4 H-pyran-4-ones 3 a - c. All products have been fully characterized.

  DOI：

  10.1007/bf00812331
• 作为产物：
  描述：

  1,6-bis(4-methylphenyl)hexane-1,3,4,6-tetraone 在 lead(IV) acetate 、 溶剂黄146 作用下， 反应 6.0h， 以79%的产率得到4-hydroxy-3-(4-methylbenzoyl)-6-(4-methylphenyl)-2H-pyran-2-one
  参考文献：
  名称：

  Synthesis of some schiff bases of 3-aroyl-6-aryl-4-hydroxy-2H-pyran-2-ones

  摘要：

  The reaction of 3-aroyl-6-aryl-4-hydroxy-2H-pyran-2-ones (Ar = p-tolyl, 1,1'-biphenyl-4-yl or thienyl) with aniline and substituted o-phenylenediamine (R = H, CH3 or Cl) yields a series of new Schiff bases 2 a - f in 51 - 72% yield. Bromination of 1 a gave the 5-bromo derivative 1 c, while the compounds 1 a, 1 b, 2 b, 2e, and 2 f were converted into 2,6-diaryl-4 H-pyran-4-ones 3 a - c. All products have been fully characterized.

  DOI：

  10.1007/bf00812331

文献信息

• Gold-catalyzed homo- and cross-annulation of alkynyl carboxylic acids: a facile access to substituted 4-hydroxy 2<i>H</i>-pyrones and total synthesis of pseudopyronine A
  作者：Gayyur、Shivani Choudhary、Anchal Saxena、Nayan Ghosh

  DOI：10.1039/d0ob01700k

  日期：——

  demonstrated. The reaction tolerates various substituted alkynyl carboxylic acids and moderate to good yields of α-pyrone scaffolds have been observed. Later, a gram-scale reaction of the acid and the total synthesis of the natural product pseudopyronine A have been carried out successfully.

  已经证明了 Au( I ) 催化的炔基羧酸的均环化和交叉环化反应，提供了 3,6-二取代的 4-羟基 2 H-吡喃酮。该反应耐受各种取代的炔基羧酸，并观察到中等至良好产率的α-吡喃酮支架。随后，该酸的克级反应和天然产物假吡咯啉A的全合成已成功进行。
• Investigation of the Interaction of 5-Aryl-2,3-dihydro-2,3-furandiones with Compounds Containing C=N and C≡N Bonds Simultaneously
  作者：D. D. Nekrasov、S. N. Shurov

  DOI：10.1007/s10593-005-0310-5

  日期：2005.10
• Five-membered 2,3-dioxoheterocycles 3. The reaction of 5-aryl-2,3-dihydrofuran-2,3-diones with aliphatic and aromatic nitriles
  作者：Yu. S. Andreichikov、D. D. Nekrasov、M. A. Rudenko、A. Yu. Konovalov

  DOI：10.1007/bf00486902

  日期：1987.6
• Functionalization of the Methyl C(sp3)–H Bond of 2,3-Dimethylquinoxaline with 5-Arylfuran-2,3-diones
  作者：N. V. Elʼchishcheva、M. V. Dmitriev、V. V. Konovalova

  DOI：10.1134/s1070428020030069

  日期：2020.3

  5-Arylfuran-2,3-diones reacted with 2,3-dimethylquinoxaline to give mono- and bis-C-acylation products, (2Z,4Z)-1-aryl-3,4-dihydroxy-5-(3-methylquinoxalin-2-yl)penta-2,4-dien-1-ones and (2Z,2 ' Z,4Z,4 ' Z)-5,5 '-(quinoxaline-2,3-diyl)bis[(2Z,4Z)-1-aryl-3,4-dihydroxypenta-2,4-dien-3-ones], respectively.
• Shurov, S. N.; Livantsova, L. I.; Pavlova, E. Yu., Journal of general chemistry of the USSR, 1992, vol. 62, # 1.2, p. 190 - 191
  作者：Shurov, S. N.、Livantsova, L. I.、Pavlova, E. Yu.、Zaitseva, G. S.、Kolesnikova, O. N.、Andreichikov, Yu. S.

  DOI：——

  日期：——