2-amino-4-(2-methoxyphenyl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carboxylic acid ethyl ester | 333340-99-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-amino-4-(2-methoxyphenyl)-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-(2-methoxyphenyl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate；ethyl 2-amino-4-(2-methoxyphenyl)-7,7-dimethyl-5-oxo-6,8-dihydro-4H-chromene-3-carboxylate
• CAS: 333340-99-1
• 化学式: C₂₁H₂₅NO₅
• 分子量: 371.433
• InChiKey: OJGFAIPQJFJDKP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  87.8
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  邻甲氧基苯甲醛 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 生成 2-amino-4-(2-methoxyphenyl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carboxylic acid ethyl ester
  参考文献：
  名称：

  Synthesis of Substituted Tetrahydrochromenes by the Reactions of α,β-Unsaturated Cyanoesters with Dimedone/1,3-Cyclohexanedione

  摘要：

  Ethyl esters of 2-cyano-3-arylacrylic acid 1a-d (a=4-CH3-C6H4-, b=4-N(CH3)(2)-C6H4-, c=2-CH3O-C6H4-, d=2-Cl-C6H4-) reacted with 5,5-dimethyl-1,3-cyclohexanedione (2p, Y=CH3), and 1e-g (e=4-CH3-C6H4-, f=2-CH3O-C6H4-, g=2-Cl-C6H4-) reacted with 1,3-cyclohexanedione (2q, Y=H) in the presence of alcoholic sodium ethoxide to give the corresponding ethyl esters of 2-amino-7,7-dimethyl-5-oxo-4-aryl-5,6,7,8-tetrahydro-4H-chromene-3-carboxylic acid 4a-d and 2-amino-5-oxo-4-aryl-5,6,7,8-tetrahydro-4H-chromene-3-carboxylic acid 4e-g. The structures of the compounds 4a-g were confirmed by their ultraviolet, infrared, H-1 NMR, C-13 NMR, and mass spectral data and elemental analyses.

  DOI：

  10.1080/00397911.2010.515346

文献信息

• An eco-friendly approach for synthesis of novel substituted 4H-chromenes in aqueous ethanol under ultra-sonication with 94% atom economy
  作者：Surya Narayana Maddila、Suresh Maddila、Mandlenkosi Khumalo、Sandeep V.H.S. Bhaskaruni、Sreekantha B. Jonnalagadda

  DOI：10.1016/j.molstruc.2019.03.006

  日期：2019.6

  Abstract An operational approach for synthesis of eleven substituted 4H-chromene derivatives by one-pot, three-component reaction of aromatic aldehyde, methyl cyanoacetate and cyclic diketone through ultrasound irradiation, in the presence of aqueous ethanol under catalyst-free condition is reported. Different spectral methods, including 1H, 13C and 15N NMR and HRMS were utilized to characterize the

  摘要 报道了一种在无催化剂条件下，在乙醇水溶液存在下，通过超声辐照芳醛、氰乙酸甲酯和环二酮的一锅三组分反应合成11种取代4H-色烯衍生物的操作方法。不同的光谱方法，包括 1H、13C 和 15N NMR 和 HRMS 被用来表征新分子。这种环保方法的优点是反应速度快（10 分钟）、出色的收率（92-98%）、无柱色谱和无副产物。反应提供 94% 的原子经济性和 100% 的碳捕获。