2-[(E)-3-(1,3-benzodioxol-5-yl)prop-2-enoyl]-3-(4-methylphenylamino)-5-(2,4,6-trimethylphenyl)cyclohex-2-en-1-one | 1308887-27-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 2-[(E)-3-(1,3-benzodioxol-5-yl)prop-2-enoyl]-3-(4-methylphenylamino)-5-(2,4,6-trimethylphenyl)cyclohex-2-en-1-one
• 英文别名: 2-[(E)-3-(1,3-benzodioxol-5-yl)prop-2-enoyl]-3-(4-methylanilino)-5-(2,4,6-trimethylphenyl)cyclohex-2-en-1-one
• CAS: 1308887-27-5
• 化学式: C₃₂H₃₁NO₄
• 分子量: 493.602
• InChiKey: SJKHJOGNLCPOOO-YRNVUSSQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  37
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-[(E)-3-(1,3-benzodioxol-5-yl)prop-2-enoyl]-3-(4-methylphenylamino)-5-(2,4,6-trimethylphenyl)cyclohex-2-en-1-one 以 甲苯 为溶剂， 以69%的产率得到2-(1,3-benzodioxol-5-yl)-1-(4-methylphenyl)-7-(2,4,6-trimethylphenyl)-1,2,3,4,5,6,7,8-octahydroquinoline-4,5-dione
  参考文献：
  名称：

  Synthesis of exo- and endocyclic enamino derivatives of 2-(3-arylprop-2-enoyl)cyclohexane-1,3-diones

  摘要：

  Condensation of 2-acetylcyclohexane-1,3-diones with aromatic aldehydes in the presence of piperidine, pyrrolidine, hexamethyleneimine, or morpholine gave the corresponding 2-(3-arylprop-2-enoyl)cyclohexane-1,3-diones as the major products and 2-[3-aryl-1-cycloalkylaminoprop-2-en-1-ylidene]cyclohexane1,3-diones as minor ones. Endocyclic enamino derivatives were synthesized in two steps through enol methyl ethers which reacted with amines. Endocyclic enamino derivatives of 2-(3-arylprop-2-enoyl) cyclohexane-1,3-diones containing an aryl group on the nitrogen atom readily underwent cyclization to 1,2,3,4,5,6,7,8-octa-hydroquinoline-4,5-dione derivatives.

  DOI：

  10.1134/s1070428011030018
• 作为产物：
  描述：

  2-[(E)-3-(1,3-benzodioxol-5-yl)prop-2-enoyl]-5-(2,4,6-trimethylphenyl)cyclohexane-1,3-dione 在 potassium carbonate 作用下， 以 氯仿 、 甲苯 为溶剂， 生成 2-[(E)-3-(1,3-benzodioxol-5-yl)prop-2-enoyl]-3-(4-methylphenylamino)-5-(2,4,6-trimethylphenyl)cyclohex-2-en-1-one
  参考文献：
  名称：

  Synthesis of exo- and endocyclic enamino derivatives of 2-(3-arylprop-2-enoyl)cyclohexane-1,3-diones

  摘要：

  Condensation of 2-acetylcyclohexane-1,3-diones with aromatic aldehydes in the presence of piperidine, pyrrolidine, hexamethyleneimine, or morpholine gave the corresponding 2-(3-arylprop-2-enoyl)cyclohexane-1,3-diones as the major products and 2-[3-aryl-1-cycloalkylaminoprop-2-en-1-ylidene]cyclohexane1,3-diones as minor ones. Endocyclic enamino derivatives were synthesized in two steps through enol methyl ethers which reacted with amines. Endocyclic enamino derivatives of 2-(3-arylprop-2-enoyl) cyclohexane-1,3-diones containing an aryl group on the nitrogen atom readily underwent cyclization to 1,2,3,4,5,6,7,8-octa-hydroquinoline-4,5-dione derivatives.

  DOI：

  10.1134/s1070428011030018