7,7-dimethyl-1,2,3,6,7,8-hexahydro-4-(2'-chlorophenoxy)methylene-1-methylquinoline-5-one

• 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: 7,7-dimethyl-1,2,3,6,7,8-hexahydro-4-(2'-chlorophenoxy)methylene-1-methylquinoline-5-one
• 英文别名: (4E)-4-[(2-chlorophenoxy)methylidene]-1,7,7-trimethyl-2,3,6,8-tetrahydroquinolin-5-one
• 化学式: C₁₉H₂₂ClNO₂
• 分子量: 331.842
• InChiKey: BCTUOWVWTREDKJ-OUKQBFOZSA-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：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-(2-chlorophenoxy)-4-N-methylaminobut-2-yne 以 乙醇 、 氯苯 为溶剂， 反应 16.0h， 生成 7,7-dimethyl-1,2,3,6,7,8-hexahydro-4-(2'-chlorophenoxy)methylene-1-methylquinoline-5-one
  参考文献：
  名称：

  Studies in aza-Claisen rearrangement: synthesis of dimedone-annelated unusual heterocycles

  摘要：

  A number of 3-N-(4'-aryloxybut-2'-ynyl)N-methyl amino-5,5-dimethyl cyclohex-2-enones are synthesized in 62-65% yield by refluxing 3-chloro-5,5-dimethyl cyclohex-2-enone with a number of 4-aryloxy-4-chlorobut-2-ynes in ethanol for 4 h. The amines are then heated in refluxing chlorobenzene to give 7,7-dimethyl-1,2,3,6,7,8-hexahydro-4-aryloxymethylene-1-methyl quinoiine-5-one in 75-80% yields. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00405-7

文献信息

• Studies in aza-Claisen rearrangement: synthesis of dimedone-annelated unusual heterocycles
  作者：K.C. Majumdar、S.K. Samanta

  DOI：10.1016/s0040-4020(01)00405-7

  日期：2001.6

  A number of 3-N-(4'-aryloxybut-2'-ynyl)N-methyl amino-5,5-dimethyl cyclohex-2-enones are synthesized in 62-65% yield by refluxing 3-chloro-5,5-dimethyl cyclohex-2-enone with a number of 4-aryloxy-4-chlorobut-2-ynes in ethanol for 4 h. The amines are then heated in refluxing chlorobenzene to give 7,7-dimethyl-1,2,3,6,7,8-hexahydro-4-aryloxymethylene-1-methyl quinoiine-5-one in 75-80% yields. (C) 2001 Elsevier Science Ltd. All rights reserved.