2'-hydroxy-4'-octylacetophenone | 1609638-13-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2'-hydroxy-4'-octylacetophenone
• 英文别名: 1-(2-Hydroxy-4-octylphenyl)ethanone
• CAS: 1609638-13-2
• 化学式: C₁₆H₂₄O₂
• 分子量: 248.365
• InChiKey: XBDYWPKCLPHCSO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-溴-2-羟基苯乙酮 、 potassium trifluoro(n-octyl)borate 在 palladium diacetate 、 sodium hydroxide 、 2-二环己基磷-2',6'-二异丙氧基-1,1'-联苯 作用下， 以 甲苯 为溶剂， 反应 5.0h， 以72%的产率得到2'-hydroxy-4'-octylacetophenone
  参考文献：
  名称：

  Exploring the Use of the Suzuki Coupling Reaction in the Synthesis of 4′-Alkyl-2′-hydroxyacetophenones

  摘要：

  A series of 4-alkyl-2-hydroxyacetophenones were prepared by Suzuki cross-coupling reactions of 4-bromo-2-hydroxyacetophenone. In these reactions, alkyl(trifluoro)borates were found to be better reactants than alkylboronic acids. 4-Alkyl-2-hydroxyacetophenones are key intermediates for the further synthesis of lipoflavonoids that are more readily incorporated into lipid bilayer membranes than flavonoids and should, therefore, have superior biological effects through increased bioavailability.

  DOI：

  10.1055/s-0033-1340312

文献信息

• US4048227A
  申请人：——

  公开号：US4048227A

  公开（公告）日：1977-09-13
• US4088631A
  申请人：——

  公开号：US4088631A

  公开（公告）日：1978-05-09
• Exploring the Use of the Suzuki Coupling Reaction in the Synthesis of 4′-Alkyl-2′-hydroxyacetophenones
  作者：Christelle Pouget、Patrick Trouillas、Rokhaya Gueye、Yves Champavier、Aurélie Laurent、Jean-Luc Duroux、Vincent Sol、Catherine Fagnere

  DOI：10.1055/s-0033-1340312

  日期：——

  A series of 4-alkyl-2-hydroxyacetophenones were prepared by Suzuki cross-coupling reactions of 4-bromo-2-hydroxyacetophenone. In these reactions, alkyl(trifluoro)borates were found to be better reactants than alkylboronic acids. 4-Alkyl-2-hydroxyacetophenones are key intermediates for the further synthesis of lipoflavonoids that are more readily incorporated into lipid bilayer membranes than flavonoids and should, therefore, have superior biological effects through increased bioavailability.