3-hydroxy-1-phenyl-4-p-tolylbutan-1-one | 1023294-86-1

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物
• 英文名称: 3-hydroxy-1-phenyl-4-p-tolylbutan-1-one
• 英文别名: 3-Hydroxy-4-(4-methylphenyl)-1-phenylbutan-1-one；3-hydroxy-4-(4-methylphenyl)-1-phenylbutan-1-one
• CAS: 1023294-86-1
• 化学式: C₁₇H₁₈O₂
• 分子量: 254.329
• InChiKey: FVVIWXVMODFEQE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 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：

  5-(4-甲基苄基)-3-苯基-2-异恶唑啉 在 水 、 铁粉 、 氯化铵 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以90%的产率得到3-hydroxy-1-phenyl-4-p-tolylbutan-1-one
  参考文献：
  名称：

  Pd-Catalyzed Carboetherification of β,γ-Unsaturated Oximes: A Novel Approach to Δ²-Isoxazolines

  摘要：

  A novel route to the synthesis of Delta(2)-isoxazoline derivatives is described. Reaction of beta,gamma-unsaturated oximes with aryl bromides via palladium-catalyzed carboetherification affords 3,5-disubstituted Delta(2)-isoxazolines in good yields. The use of Xantphos as ligand is crucial for the transformation. The carboetherification products can be further converted to beta-hydroxy ketones in the presence of Fe powder and NH(4)Cl.

  DOI：

  10.1021/ol8002173

文献信息

• Pd-Catalyzed Carboetherification of β,γ-Unsaturated Oximes: A Novel Approach to Δ²-Isoxazolines
  作者：Dahong Jiang、Jinsong Peng、Yuanwei Chen

  DOI：10.1021/ol8002173

  日期：2008.5.1

  A novel route to the synthesis of Delta(2)-isoxazoline derivatives is described. Reaction of beta,gamma-unsaturated oximes with aryl bromides via palladium-catalyzed carboetherification affords 3,5-disubstituted Delta(2)-isoxazolines in good yields. The use of Xantphos as ligand is crucial for the transformation. The carboetherification products can be further converted to beta-hydroxy ketones in the presence of Fe powder and NH(4)Cl.
• Reduction of Δ²-Isoxazolines to β-Hydroxy Ketones with Iron and Ammonium Chloride as Reducing Agent
  作者：Dahong Jiang、Yuanwei Chen

  DOI：10.1021/jo801831c

  日期：2008.11.21

  A detailed study of a procedure for the selective reduction of Delta(2)-isoxazolines to the corresponding beta-hydroxy ketones is reported. The use of iron and ammonium chloride as the reducing agent in the presence of water results in a facile and chemoselective protocol for the preparation of beta-hydroxy ketones, including the conjugated beta-hydroxy ketones.