1-(6-苯基环己烯-1-基)吡咯烷 | 26974-24-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-(6-苯基环己烯-1-基)吡咯烷
• 英文名称: 6-phenyl-1-pyrrolidinocyclohexene
• 英文别名: 1-(6-phenyl-cyclohex-1-enyl)-pyrrolidine；1-(6-Phenyl-cyclohex-1-enyl)-pyrrolidin；2-Phenyl-cyclohexanon-pyrrolidin-enamin；Pyrrolidine, 1-(6-phenyl-1-cyclohexen-1-yl)-；1-(6-phenylcyclohexen-1-yl)pyrrolidine
• CAS: 26974-24-3
• 化学式: C₁₆H₂₁N
• 分子量: 227.349
• InChiKey: XRRBTKUXYLWIAX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  1-(6-苯基环己烯-1-基)吡咯烷 在 盐酸 作用下， 反应 8.0h， 以96%的产率得到2-苯基环己酮
  参考文献：
  名称：

  Reactions of enamines with dehydroaromatic compounds

  摘要：

  Benzyne reacts with enamines through a combination of ene and 2 + 2 cycloadditions. One of the two possible ene reactions is greatly favored. The three-dimensional intermediate, 1,2-dehydro-o-carborane, 1 eschews the 2 + 2 reaction in favor of the ene reaction that is less favored in the benzyne reactions. This preference is rationalized in terms of the different steric demands of the two intermediates.

  DOI：

  10.1021/jo00040a016
• 作为产物：
  描述：

  四氢吡咯 、 2-苯基环己酮 在 对甲苯磺酸 、 苯 作用下， 生成 1-(6-苯基环己烯-1-基)吡咯烷
  参考文献：
  名称：

  The Application of Enamines to a New Synthesis of β-Ketonitriles

  摘要：

  DOI：

  10.1021/ja01529a037

文献信息

• Hydroboration. 86. Convenient conversion of aldehydes and ketones into the corresponding alkenes via hydroboration of their enamines. A remarkably simple synthesis of either (Z)- or (E)-alkenes
  作者：Bakthan Singaram、Milind V. Rangaishenvi、Herbert C. Brown、Christian T. Goralski、Dennis L. Hasha

  DOI：10.1021/jo00004a038

  日期：1991.2

  Aldehydes and ketones are converted into the corresponding alkenes via hydroboration of their enamines. Hydroboration of aldehyde enamines by 9-borabicyclo[3.3.1]nonane (9-BBN), followed by methanolysis, affords the corresponding terminal alkenes in 75-90% yields. Unsaturated aldehyde enamines produce the corresponding dienes under these conditions. Enamines derived from substituted cyclic ketones and heterocyclic ketones are readily accommodated in this reaction to afford the corresponding alkenes in very good yields. The synthesis of pure (Z)- or (E)-alkenes is readily achieved from the same acyclic ketone enamine by modification of the hydroboration-elimination procedure: (A) hydroboration by 9-BBN followed by methanolysis or (B) hydroboration by borane methyl sulfide (BMS) followed by methanolysis and hydrogen peroxide oxidation. Mechanistic rationale is provided.
• SINGARAM, BAKTHAN;RANGAISHENVI, MILIND V.;BROWN, HERBERT C.;GORALSKI, CHR+, J. ORG. CHEM., 56,(1991) N, C. 1543-1549
  作者：SINGARAM, BAKTHAN、RANGAISHENVI, MILIND V.、BROWN, HERBERT C.、GORALSKI, CHR+

  DOI：——

  日期：——