1-amino-1-(4-hydroxyphenyl)oct-1-en-3-one

• 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: 1-amino-1-(4-hydroxyphenyl)oct-1-en-3-one
• 英文别名: 1-amino-1-(4-hydroxyphenyl)-1-octen-3-one；(Z)-1-amino-1-(4-hydroxyphenyl)oct-1-en-3-one
• 化学式: C₁₄H₁₉NO₂
• 分子量: 233.31
• InChiKey: PBIJMIYKXITYQG-UVTDQMKNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  63.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-amino-1-(4-hydroxyphenyl)oct-1-en-3-one 在 盐酸 、 一水合肼 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 2.0h， 以96%的产率得到4-(5-戊基-1,2-二氢吡唑-3-亚基)环己-2,5-二烯-1-酮
  参考文献：
  名称：

  Synthesis of new liquid-crystalline compounds from the 3-aryl-5-alkylpyrazole series

  摘要：

  A method was developed for the preparation of new liquid-crystalline substances, pyrazole derivatives, through the corresponding 2-isoxazolines and isoxazoles. The hydrogenolysis of the heterocycle in 3-(4-hydroxyphenyl)-5-amylisoxazole afforded 1-amino- 1-(4-hydroxyphenyl)-1-octen-3-one. The acid hydrolysis of the compound followed by treating with hydrazine hydrate resulted in 5-amyl-3-(4-hydroxyphenyl)-1H-pyrazole, whose benzylation and esterification with the corresponding mesogenous benzyl chlorides and benzoyl chlorides provided liquid-crystalline 5-alkyl-3-aryl-1H-pyrazoles.

  DOI：

  10.1134/s1070428006050083
• 作为产物：
  描述：

  3-(4-hydroxyphenyl)-5-pentylisoxazole 在 镍 氢气 作用下， 以 甲醇 为溶剂， 反应 9.5h， 以92%的产率得到1-amino-1-(4-hydroxyphenyl)oct-1-en-3-one
  参考文献：
  名称：

  Synthesis of new liquid-crystalline compounds from the 3-aryl-5-alkylpyrazole series

  摘要：

  A method was developed for the preparation of new liquid-crystalline substances, pyrazole derivatives, through the corresponding 2-isoxazolines and isoxazoles. The hydrogenolysis of the heterocycle in 3-(4-hydroxyphenyl)-5-amylisoxazole afforded 1-amino- 1-(4-hydroxyphenyl)-1-octen-3-one. The acid hydrolysis of the compound followed by treating with hydrazine hydrate resulted in 5-amyl-3-(4-hydroxyphenyl)-1H-pyrazole, whose benzylation and esterification with the corresponding mesogenous benzyl chlorides and benzoyl chlorides provided liquid-crystalline 5-alkyl-3-aryl-1H-pyrazoles.

  DOI：

  10.1134/s1070428006050083

文献信息

• Synthesis of new metallomesogens with enaminoketone chelating ligands
  作者：V. N. Kovganko、N. N. Kovganko

  DOI：10.1134/s1070428006060169

  日期：2006.6

  New liquid crystalline copper(II) enaminoketonates containing bridging ester groups were synthesized by hydrogenation of the heteroring in 3-(4-hydroxyphenyl)-5-pentylisoxazole to 1-amino-1-(4-hydroxyphenyl)oct- 1-en-3-one, treatment of the latter with copper(II) acetate, and benzoylation of the coordination compound thus formed with 4-alkoxybenzoyl chlorides.
• Synthesis of new liquid-crystalline compounds from the 3-aryl-5-alkylpyrazole series
  作者：V. N. Kovganko、N. N. Kovganko

  DOI：10.1134/s1070428006050083

  日期：2006.5

  A method was developed for the preparation of new liquid-crystalline substances, pyrazole derivatives, through the corresponding 2-isoxazolines and isoxazoles. The hydrogenolysis of the heterocycle in 3-(4-hydroxyphenyl)-5-amylisoxazole afforded 1-amino- 1-(4-hydroxyphenyl)-1-octen-3-one. The acid hydrolysis of the compound followed by treating with hydrazine hydrate resulted in 5-amyl-3-(4-hydroxyphenyl)-1H-pyrazole, whose benzylation and esterification with the corresponding mesogenous benzyl chlorides and benzoyl chlorides provided liquid-crystalline 5-alkyl-3-aryl-1H-pyrazoles.