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

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-Amino-4-(2,4-dichloro-phenyl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carboxylic acid methyl ester
• 英文别名: methyl 2-amino-4-(2,4-dichlorophenyl)-7,7-dimethyl-5-oxo-6,8-dihydro-4H-chromene-3-carboxylate
• 化学式: C₁₉H₁₉Cl₂NO₄
• 分子量: 396.27
• InChiKey: NWLKQJHZQIHUTK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  78.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  methyl 2-cyano-3-(2,4-dichlorophenyl)acrylate 、 5,5-二甲基-1,3-环己二酮 在 苄基三乙基氯化铵 作用下， 反应 0.13h， 以96%的产率得到2-Amino-4-(2,4-dichloro-phenyl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carboxylic acid methyl ester
  参考文献：
  名称：

  Efficient Synthesis of Tetrahydrobenzo[b]pyrans under Solvent‐Free Conditions at Room Temperature

  摘要：

  A range of tetrahydrobenzo[b]pyrans have been synthesized in very good yields under solvent-free conditions by grinding alpha-cyanocinnamonitrils or beta-cyano-beta-carbethoxy styrene and 5,5-dimethyl-1,3-cyclohexanedione in the presence of TEBA as catalyst. The short reaction time, cleaner reaction, and easy workup make this protocol practical and economically attractive.

  DOI：

  10.1080/00397910600640230

文献信息

• Diammonium Hydrogen Phosphate: An Efficient and Versatile Catalyst for the One‐Pot Synthesis of Tetrahydrobenzo[<i>b</i>]pyran Derivatives in Aqueous Media
  作者：Saeed Balalaie、Morteza Bararjanian、Masoumeh Sheikh‐Ahmadi、Shohreh Hekmat、Peyman Salehi

  DOI：10.1080/00397910701196579

  日期：2007.4.1

  Diammonium hydrogen phosphate was used as a mild, efficient, neutral, and cheap catalyst for the synthesis of various 4H-benzo[b]pyran derivatives via a one-pot, three-component condensation of aromatic aldehydes, active methylene compounds, and dimedone in aqueous media.