1,5-Dinaphthalen-1-ylpentane-2,4-dione | 184166-48-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1,5-Dinaphthalen-1-ylpentane-2,4-dione
• CAS: 184166-48-1
• 化学式: C₂₅H₂₀O₂
• 分子量: 352.433
• InChiKey: NVMZIUYIVJZXMT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  乙二胺 、 1,5-Dinaphthalen-1-ylpentane-2,4-dione 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 反应 16.0h， 以87%的产率得到N,N'-ethylenebis[1,5-di(1-naphthyl)-4-iminopentan-2-one]
  参考文献：
  名称：

  Pulkkinen, Juha T.; Laatikainen, Reino; Ahlgren, Markku J., Journal of the Chemical Society. Perkin Transactions 2 (2001), 2000, # 4, p. 777 - 784

  摘要：

  DOI：
• 作为产物：
  描述：

  4-Hydroxy-1,5-dinaphthalen-1-ylpentan-2-one 在 N-氯代丁二酰亚胺 、 溶剂黄146 、 三乙胺 、 锌 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 1,5-Dinaphthalen-1-ylpentane-2,4-dione
  参考文献：
  名称：

  3-Unsubstituted 1,5-Diaryl-2,4-pentanediones and -4-methoxy-2-pentanones:  Synthesis via Corresponding 3-Hydroxy Ketones Generated from 2-Isoxazolines

  摘要：

  Aryl acetaldoximes are reacted with allylarenes in the presence of sodium hypochlorite to give 3,5-bis(arylmethyl)-2-isoxazolines which are then converted to 1,5-diaryl-4-hydroxy-2-pentanones by a reductive hydrogenation in the presence of water. These intermediate aldols can then be either oxidized with Corey-Kim reagent to stable dimethylsulfonium 1-(arylacetyl)-2-oxo-3-arylpropylides followed by zinc-acetic acid reduction to give 1,5-diaryl-2,4-pentanediones, or converted to 1,5-diaryl-4-methoxy-2-pentanones by refluxing in methanol in the presence of hydrochloric acid. A detailed study of this general route is reported here.

  DOI：

  10.1021/jo960887a

文献信息

• 3-Unsubstituted 1,5-Diaryl-2,4-pentanediones and -4-methoxy-2-pentanones:  Synthesis via Corresponding 3-Hydroxy Ketones Generated from 2-Isoxazolines
  作者：Juha T. Pulkkinen、Jouko J. Vepsäläinen

  DOI：10.1021/jo960887a

  日期：1996.1.1

  Aryl acetaldoximes are reacted with allylarenes in the presence of sodium hypochlorite to give 3,5-bis(arylmethyl)-2-isoxazolines which are then converted to 1,5-diaryl-4-hydroxy-2-pentanones by a reductive hydrogenation in the presence of water. These intermediate aldols can then be either oxidized with Corey-Kim reagent to stable dimethylsulfonium 1-(arylacetyl)-2-oxo-3-arylpropylides followed by zinc-acetic acid reduction to give 1,5-diaryl-2,4-pentanediones, or converted to 1,5-diaryl-4-methoxy-2-pentanones by refluxing in methanol in the presence of hydrochloric acid. A detailed study of this general route is reported here.
• Pulkkinen, Juha T.; Laatikainen, Reino; Ahlgren, Markku J., Journal of the Chemical Society. Perkin Transactions 2 (2001), 2000, # 4, p. 777 - 784
  作者：Pulkkinen, Juha T.、Laatikainen, Reino、Ahlgren, Markku J.、Peraekylae, Mikael、Vepsaelaeinen, Jouko J.

  DOI：——

  日期：——