3-(4-hydroxyphenyl)-5-pentyl-4,5-dihydroisoxazole | 646035-31-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 3-(4-hydroxyphenyl)-5-pentyl-4,5-dihydroisoxazole
• 英文别名: 3-(4-hydroxyphenyl)-5-pentyl-2-isoxazoline；Phenol, 4-(4,5-dihydro-5-pentyl-3-isoxazolyl)-；4-(5-pentyl-4,5-dihydro-1,2-oxazol-3-yl)phenol
• CAS: 646035-31-6
• 化学式: C₁₄H₁₉NO₂
• 分子量: 233.31
• InChiKey: SQIGZPJQSVVASP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  41.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(4-hydroxyphenyl)-5-pentyl-4,5-dihydroisoxazole 在 镍 氢气 、 硼酸 、 potassium carbonate 、 sodium iodide 作用下， 以 甲醇 、 丙酮 为溶剂， 反应 8.5h， 生成 1-[4-(4'-propoxybiphenyl-4-ylmethoxy)phenyl]octane-1,3-diol
  参考文献：
  名称：

  Synthesis of new liquid crystalline compounds with side chains containing hydroxy groups or chlorine atom

  摘要：

  Catalytic hydrogenation of the oxo group in 3-hydroxy-1-(4-hydroxyphenyl)octan-1-one gave 1-(4-hydroxyphenyl)octane-1.3-diol and 1-(4-hydroxyphenyl)octan-3-ol which were converted into the corresponding benzyl ethers containing a hydroxy group, 1.3-diol fragment, or chlorine atom in the side chain. The products were shown to possess liquid crystalline properties.

  DOI：

  10.1134/s1070428006030067
• 作为产物：
  描述：

  4-[(E)-(羟基亚胺)甲基]苯酚 在 N-氯代丁二酰亚胺 、 三乙胺 作用下， 生成 3-(4-hydroxyphenyl)-5-pentyl-4,5-dihydroisoxazole
  参考文献：
  名称：

  Synthesis of Substituted Benzyl Ethers of 1-(4-Hydroxyphenyl)oct-2-en-1-one

  摘要：

  本研究首次开发了一种从 3-(4-羟基苯基)-5-戊基-2-异噁唑啉制备 1-(4-羟基苯基)辛-2-烯-1-酮的取代苄基醚的方法。这些醚类可作为有前途的添加剂和有用的中间体，用于合成含氟液晶。

  DOI：

  10.1007/s11178-005-0309-5

文献信息

• Synthesis of new liquid crystalline compounds containing a ?-hydroxyketone fragment in the side chain
  作者：V. S. Bezborodov、V. N. Kovganko

  DOI：10.1007/s11178-005-0009-1

  日期：2004.9

  Liquid crystalline benzoates with a smectic meso phase were synthesized on the basis of 3-hydroxy-1-(4-hydroxyphenyl)-1-octanone by esterification of 4-alkoxybenzoic acids.

  以 3-羟基-1-(4-羟基苯基)-1-辛酮为基础，通过 4-烷氧基苯甲酸的酯化反应合成了具有网状中相的液晶苯甲酸盐。
• Synthesis of new liquid crystalline compounds containing an ?,?-unsaturated ketone and ?-chloroketone groups in the side chain
  作者：V. N. Kovganko、N. N. Kovganko、V. S. Bezborodov

  DOI：10.1007/s11178-005-0044-y

  日期：2004.10

  A number of new liquid crystalline compounds containing an α,β-unsaturated ketone or β-chloro ketone moiety in the side chain were synthesized. The key intermediates in the synthesis were 1-(4-hydroxy-phenyl)-2-octen-1-one and 3-chloro-1-(4-hydroxyphenyl)octan-1-one which were prepared from 5-(4-hydroxy-phenyl)-3-pentyl-4,5-dihydroisoxazole and 3-hydroxy-1-(4-hydroxyphenyl)octan-1-one, respectively.

  我们合成了一些新的液晶化合物，其侧链中含有α、β-不饱和酮或β-氯酮分子。合成的关键中间体是 1-(4-羟基苯基)-2-辛烯-1-酮和 3-氯-1-(4-羟基苯基)辛烷-1-酮，它们分别由 5-(4-羟基苯基)-3-戊基-4,5-二氢异噁唑和 3-羟基-1-(4-羟基苯基)辛烷-1-酮制备而成。
• Synthesis of liquid-crystalline substances from the 5-alkyl-5-arylisoxazole series
  作者：V. N. Kovganko、N. N. Kovganko

  DOI：10.1134/s1070428002120151

  日期：2006.2

  The oxidation of 3-(4-acetoxyphenyl)-5-pentyl-2-isoxazoline with N-bromosuccinimide followed by hydrolysis of the oxidation product furnished 3-(4-hydroxyphenyl)-5-pentyl-isoxazole. Its esterification or benzylation afforded the target liquid-crystalline 3-aryl-5-pentyl-isoxazoles.