2-[(E)-3-(4-methoxyphenyl)prop-2-enoyl]-5,5-dimethylcyclohexane-1,3-dione | 1308886-94-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-[(E)-3-(4-methoxyphenyl)prop-2-enoyl]-5,5-dimethylcyclohexane-1,3-dione
• 英文别名: 2-[(e)-3-(4-Methoxyphenyl)prop-2-enoyl]-5,5-di-methylcyclohexane-1,3-dione
• CAS: 1308886-94-3
• 化学式: C₁₈H₂₀O₄
• 分子量: 300.354
• InChiKey: AQTXGQXUSWFBEN-RMKNXTFCSA-N

物化性质

• 熔点：
  133-134 °C(Solv: chloroform (67-66-3); methanol (67-56-1))
• 沸点：
  502.4±50.0 °C(Predicted)
• 密度：
  1.146±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  60.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-[(E)-3-(4-methoxyphenyl)prop-2-enoyl]-5,5-dimethylcyclohexane-1,3-dione 在 potassium carbonate 作用下， 以 氯仿 、 甲苯 为溶剂， 生成 2-[(E)-3-(4-methoxyphenyl)prop-2-enoyl]-5,5-dimethyl-3-methylaminocyclohex-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
• 作为产物：
  描述：

  哌啶 、 2-乙酰基-5,5-二甲基-1,3-环己二酮 、 4-甲氧基苯甲醛 以 甲苯 为溶剂， 以70%的产率得到2-[(E)-3-(4-methoxyphenyl)prop-2-enoyl]-5,5-dimethylcyclohexane-1,3-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

文献信息

• Chemical Transformations of 2-(3-Aryl-4-nitrobutanoyl)-5,5-dimethylcyclohexane-1,3-diones: II. Synthesis of New 6,7-Dihydro-1,2-benzoxazol-4(5H)-ones with Functionalized Side Chain
  作者：F. S. Pashkovskii、Yu. S. Dontsu、D. B. Rubinov、F. A. Lakhvich

  DOI：10.1134/s1070428018060040

  日期：2018.6

  Transformation of the nitromethyl group in 3-(2-aryl-3-nitropropyl)-6,6-dimethyl-6,7-dihydro-1,2-benzoxazol-4(5H)-ones by the Nef reaction gave the corresponding aldehydes. Jones oxidation of the latter afforded carboxylic acids together with oxidative decarboxylation products. The possibility for the construction of heterocyclic fragment on the basis of the formyl or carboxylmethyl group of the resulting

  通过Nef反应将3-（2-芳基-3-硝基丙基）-6,6-二甲基-6,7-二氢-1,2-苯并恶唑-4（5 H）-中的硝基甲基转化为相应的醛。后者的琼斯氧化提供了羧酸以及氧化脱羧产物。研究了基于所得6,7-二氢-1，2-苯并恶唑-4（5 H）-one衍生物的甲酰基或羧甲基构造杂环片段的可能性。
• Synthesis of exo- and endocyclic enamino derivatives of 2-(3-arylprop-2-enoyl)cyclohexane-1,3-diones
  作者：D. B. Rubinov、I. L. Rubinova、F. A. Lakhvich

  DOI：10.1134/s1070428011030018

  日期：2011.3

  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.