1-[2-(1-naphthalenyl)ethyl]pyrrolidine-2,5-dione | 4735-45-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-[2-(1-naphthalenyl)ethyl]pyrrolidine-2,5-dione
• 英文别名: N-<2-Naphthyl-(1)-ethyl>-bernsteinsaeureimid；N-<2-(1'-Naphthyl)-ethyl>-succinimid；1-[2-(Naphthalen-1-yl)ethyl]pyrrolidine-2,5-dione；1-(2-naphthalen-1-ylethyl)pyrrolidine-2,5-dione
• CAS: 4735-45-9
• 化学式: C₁₆H₁₅NO₂
• 分子量: 253.301
• InChiKey: CTIUUUWKAQPFAD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-[2-(1-naphthalenyl)ethyl]pyrrolidine-2,5-dione 在 sodium tetrahydroborate 、 三氯氧磷 作用下， 以 甲醇 为溶剂， 反应 10.0h， 生成 5,9,10,10a-tetrahydrobenzo[f]pyrrolo[2,1-a]isoquinolin-8(6H)-one
  参考文献：
  名称：

  Alkylation of Pyrrolidine‐2,5‐dione with 2‐(3,4‐Dihydro‐1‐napthalenyl)ethyl‐4‐methylphenylsulphonates: A New and General Approach to 13‐Azaequilenin Analogs

  摘要：

  Pyrrolidine-2,5-dione was N-alkylated with three different 2-(3,4-dihydro-1-napthalenyl)ethyl-4-methylphenylsulphonates to give the corresponding seco-azasteroids which on chemoselective dehydrogenation, reduction with NaBH4 in MeOH at 0degreesC gave the corresponding 5-hydroxy-2-pyrrolidones. Intramolecular cyclization of these 5-hydroxy-2-pyrrolidones afforded the corresponding title compounds.

  DOI：

  10.1081/scc-120027232
• 作为产物：
  描述：

  1-[2-(3,4-二氢萘-1-基)乙基]吡咯烷-2,5-二酮 在 palladium on activated charcoal 作用下， 反应 0.25h， 以72%的产率得到1-[2-(1-naphthalenyl)ethyl]pyrrolidine-2,5-dione
  参考文献：
  名称：

  Alkylation of Pyrrolidine‐2,5‐dione with 2‐(3,4‐Dihydro‐1‐napthalenyl)ethyl‐4‐methylphenylsulphonates: A New and General Approach to 13‐Azaequilenin Analogs

  摘要：

  Pyrrolidine-2,5-dione was N-alkylated with three different 2-(3,4-dihydro-1-napthalenyl)ethyl-4-methylphenylsulphonates to give the corresponding seco-azasteroids which on chemoselective dehydrogenation, reduction with NaBH4 in MeOH at 0degreesC gave the corresponding 5-hydroxy-2-pyrrolidones. Intramolecular cyclization of these 5-hydroxy-2-pyrrolidones afforded the corresponding title compounds.

  DOI：

  10.1081/scc-120027232

文献信息

• Alkylation of Pyrrolidine‐2,5‐dione with 2‐(3,4‐Dihydro‐1‐napthalenyl)ethyl‐4‐methylphenylsulphonates: A New and General Approach to 13‐Azaequilenin Analogs
  作者：J. A. Parihar、M. M. V. Ramana

  DOI：10.1081/scc-120027232

  日期：2004.12.31

  Pyrrolidine-2,5-dione was N-alkylated with three different 2-(3,4-dihydro-1-napthalenyl)ethyl-4-methylphenylsulphonates to give the corresponding seco-azasteroids which on chemoselective dehydrogenation, reduction with NaBH4 in MeOH at 0degreesC gave the corresponding 5-hydroxy-2-pyrrolidones. Intramolecular cyclization of these 5-hydroxy-2-pyrrolidones afforded the corresponding title compounds.