2-Amino-4-(4-hydroxy-phenyl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carboxylic acid ethyl ester

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-Amino-4-(4-hydroxy-phenyl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carboxylic acid ethyl ester
• 英文别名: ethyl 2-amino-4-(4-hydroxyphenyl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate；ethyl 2-amino-4-(4-hydroxyphenyl)-7,7-dimethyl-5-oxo-6,8-dihydro-4H-chromene-3-carboxylate
• 化学式: C₂₀H₂₃NO₅
• 分子量: 357.406
• InChiKey: ZVNYPOCBLMTVEJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  98.8
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  对羟基苯甲醛 、 5,5-二甲基-1,3-环己二酮 、 氰乙酸乙酯 在 3-N,N-diethylaminopropylated silica 作用下， 以 乙醇 为溶剂， 反应 0.25h， 以65%的产率得到2-Amino-4-(4-hydroxy-phenyl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carboxylic acid ethyl ester
  参考文献：
  名称：

  Microwave-promoted Sequential Three-component Synthesis of Tetrahydrobenzo[b]pyran in Water Catalyzed by Heterogeneous Amine Grafted on Silica

  摘要：

  A variety of tetrahydrobenzo[b]pyrans have been synthesized by sequential addition of arylaldehydes, cyanoacetate and then dimedone in water under microwave irradiation. A heterogeneous amine, N,N-diethylamino-propylated silica, was an effective catalyst for the reaction. The reaction with malononitrile provided the same result. The reaction condition was general to apply to the aldehyde having a Cl, NO2, OH, OMe, or CO2H group in satisfactory yield.

  DOI：

  10.3987/com-06-10698