7,8-dimethyl-4-(3,4-dimethoxyphenyl)-3,4-dihydrobenzopyran-2-one

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 新黄酮类化合物
• 英文名称: 7,8-dimethyl-4-(3,4-dimethoxyphenyl)-3,4-dihydrobenzopyran-2-one
• 英文别名: 4-(3,4-Dimethoxyphenyl)-7,8-dimethyl-3,4-dihydrochromen-2-one
• 化学式: C₁₉H₂₀O₄
• 分子量: 312.365
• InChiKey: UDONFQJMGDGWRO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3,4-二甲氧基肉桂酸 、 二甲酚 在 H-Y zeolite 作用下， 以 甲苯 为溶剂， 反应 4.0h， 以73%的产率得到7,8-dimethyl-4-(3,4-dimethoxyphenyl)-3,4-dihydrobenzopyran-2-one
  参考文献：
  名称：

  Synthesis of Substituted (±)-3,4-Dihydrocoumarins Using H-Y Zeolite

  摘要：

  Synthesis of substituted (+/-)-3,4 Dihydrocoumarins were prepared with the reaction between substituted cinnamic acid and phenol catalysed by eco-friendly solid-acid catalyst H-Y zeolite involving esterification followed by ring closure.

  DOI：

  10.1080/00397910008087290

文献信息

• Synthesis of Substituted (±)-3,4-Dihydrocoumarins Using H-Y Zeolite
  作者：Manojkumar R. Shukla、Prashant N. Patil、Prakash P. Wadgaonkar、Prafulla N. Josh、Manikrao M. Salunkhe

  DOI：10.1080/00397910008087290

  日期：2000.1

  Synthesis of substituted (+/-)-3,4 Dihydrocoumarins were prepared with the reaction between substituted cinnamic acid and phenol catalysed by eco-friendly solid-acid catalyst H-Y zeolite involving esterification followed by ring closure.
• Shukla; Padiya; Patil, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1999, vol. 38, # 3, p. 372 - 375
  作者：Shukla、Padiya、Patil、Salunkhe

  DOI：——

  日期：——
• Molecular iodine catalyst promoted synthesis of chromans and 4-aryl-3,4-dihydrobenzopyran-2-ones via [3+3] cyclocoupling
  作者：Mayuri M. Naik、Durga P. Kamat、Santosh G. Tilve、Vijayendra P. Kamat

  DOI：10.1016/j.tet.2014.05.093

  日期：2014.8

  Molecular iodine as an inexpensive catalyst is described in the construction of 2-substituted or 2,2-disubstituted chromans and 4-aryl-3,4-dihydrobenzopyran-2-ones via [3+3] cyclocoupling. For the synthesis of chromans, phenols and allylic alcohols were refluxed in chloroform in presence of 20 mol % I-2 while [3+3] cyclocoupling of phenols and cinnamic acids proceeded to give 4-aryl-3,4-dihydrobenzopyran-2-ones using 30 mol % I-2. Later reaction occurs via a tandem hydroarylation-esterification process at 120-130 degrees C under solvent free conditions. Chromans were obtained in 20-92% yields and substituted 4-aryl-3,4-dihydrobenzopyran-2-ones were obtained in 5-85% yields. (C) 2014 Elsevier Ltd. All rights reserved.