1,1'-(phenylmethylene)bis(piperidin-2-one)

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 1,1'-(phenylmethylene)bis(piperidin-2-one)
• 英文别名: 1-[(2-Oxopiperidin-1-yl)-phenylmethyl]piperidin-2-one
• 化学式: C₁₇H₂₂N₂O₂
• 分子量: 286.374
• InChiKey: CNHRYQNEQXMUFP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  40.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  哌啶酮 、 苯甲醛 在 碘 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以88%的产率得到1,1'-(phenylmethylene)bis(piperidin-2-one)
  参考文献：
  名称：

  Efficient iodine catalyzed chemoselective synthesis of aminals—an access to N,N-acetals by the addition of lactams to N-acyl imines

  摘要：

  A highly efficient protocol has been developed for the synthesis of aminals from gamma-butyrolactam and benzaldehyde using iodine as Lewis acid catalyst. The attack of gamma-butyrolactam nucleophile to intermediate N-acyliminium ion was more favorable, when aryl aldehyde bears the electron donating group (EDG). Iodine plays a key role in these reaction transformations. This current mild protocol is environmentally benign and cost-effective method for the synthesis of industrially and pharmaceutically useful scaffolds. (C)2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.10.009

文献信息

• Fernandez, A. Herrera; Alvarez, R. Martinez; Abajo, T. Morales, Synthesis, 1996, # 11, p. 1299 - 1301
  作者：Fernandez, A. Herrera、Alvarez, R. Martinez、Abajo, T. Morales

  DOI：——

  日期：——
• NAKADZAVA, XITOSI;KEDA, KEHNITI;XAGIVARA, MARI;KANDORI, TATSUXIKO
  作者：NAKADZAVA, XITOSI、KEDA, KEHNITI、XAGIVARA, MARI、KANDORI, TATSUXIKO

  DOI：——

  日期：——
• JPS59216872A
  申请人：——

  公开号：JPS59216872A

  公开（公告）日：1984-12-06
• Efficient iodine catalyzed chemoselective synthesis of aminals—an access to N,N-acetals by the addition of lactams to N-acyl imines
  作者：Gunasekar Ramachandran、Kulathu I. Sathiyanarayanan

  DOI：10.1016/j.tetlet.2013.10.009

  日期：2013.12

  A highly efficient protocol has been developed for the synthesis of aminals from gamma-butyrolactam and benzaldehyde using iodine as Lewis acid catalyst. The attack of gamma-butyrolactam nucleophile to intermediate N-acyliminium ion was more favorable, when aryl aldehyde bears the electron donating group (EDG). Iodine plays a key role in these reaction transformations. This current mild protocol is environmentally benign and cost-effective method for the synthesis of industrially and pharmaceutically useful scaffolds. (C)2013 Elsevier Ltd. All rights reserved.