2-hydroxy-2,5-diphenyl-3,4-dihydronaphthalen-1(2H)-one | 1354727-99-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-hydroxy-2,5-diphenyl-3,4-dihydronaphthalen-1(2H)-one
• CAS: 1354727-99-3
• 化学式: C₂₂H₁₈O₂
• 分子量: 314.384
• InChiKey: MPLMDLULVSXLFX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.37
• 重原子数：
  24.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  37.3
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2-hydroxy-2,5-diphenyl-3,4-dihydronaphthalen-1(2H)-one 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 反应 10.0h， 以76%的产率得到2,5-diphenylnaphthalen-1-ol
  参考文献：
  名称：

  Synthesis of substituted α-tetralones and substituted 1-naphthols via regioselective ring expansion of 1-acyl-1-indanol skeleton

  摘要：

  Substituted 1-acyl-1-indanols were prepared using the corresponding readily commercially available substituted indanones as starting materials. Treatment of each 1-acyl-1-indanol derivative with sodium methoxide in hot methanol furnished a regiospecific 2-hydroxy-alpha-tetralone derivative, which was an alpha-keto rearrangement product. Each substituted 2-hydroxy-alpha-tetralone then underwent dehydration to afford the corresponding 1-naphthol derivative. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.11.103
• 作为产物：
  描述：

  (1-hydroxy-4-phenyl-2,3-dihydro-1H-inden-1-yl)(phenyl)methanone 在 sodium methylate 、 水 作用下， 以 甲醇 为溶剂， 反应 20.0h， 以70%的产率得到2-hydroxy-2,5-diphenyl-3,4-dihydronaphthalen-1(2H)-one
  参考文献：
  名称：

  Synthesis of substituted α-tetralones and substituted 1-naphthols via regioselective ring expansion of 1-acyl-1-indanol skeleton

  摘要：

  Substituted 1-acyl-1-indanols were prepared using the corresponding readily commercially available substituted indanones as starting materials. Treatment of each 1-acyl-1-indanol derivative with sodium methoxide in hot methanol furnished a regiospecific 2-hydroxy-alpha-tetralone derivative, which was an alpha-keto rearrangement product. Each substituted 2-hydroxy-alpha-tetralone then underwent dehydration to afford the corresponding 1-naphthol derivative. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.11.103