1,1'-(phenylmethylene)bis(pyrrolidin-2-one) | 6907-70-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,1'-(phenylmethylene)bis(pyrrolidin-2-one)
• 英文别名: bis(2-oxo-1-pyrrolidinyl)phenylmethane；1,1'-phenylmethanediyl-bis-pyrrolidin-2-one；1,1'-Benzyliden-bis-pyrrolidon-(2)；1,1'-(Phenylmethylene)di(pyrrolidin-2-one)；1-[(2-oxopyrrolidin-1-yl)-phenylmethyl]pyrrolidin-2-one
• CAS: 6907-70-6
• 化学式: C₁₅H₁₈N₂O₂
• 分子量: 258.32
• InChiKey: FQBXIKIDDCPTJN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 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：

  2-吡咯烷酮 、 苯甲醛 在 碘 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以90%的产率得到1,1'-(phenylmethylene)bis(pyrrolidin-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

• Shipov, A. G.; Zheltonogova, E. A.; Kobzareva, V. P., Journal of general chemistry of the USSR, 1991, vol. 61, # 10, p. 2142 - 2150
  作者：Shipov, A. G.、Zheltonogova, E. A.、Kobzareva, V. P.、Orlova, N. A.、Baukov, Yu. I.

  DOI：——

  日期：——
• 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.