6-<(4-Methyl-1-piperazinyl)methyl>-6,11,12,13-tetrahydro-5H-dibenzocyclononen-5-one | 169687-53-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6-<(4-Methyl-1-piperazinyl)methyl>-6,11,12,13-tetrahydro-5H-dibenzocyclononen-5-one
• 英文别名: 3-[(4-Methylpiperazin-1-yl)methyl]tricyclo[11.4.0.04,9]heptadeca-1(17),4,6,8,13,15-hexaen-2-one
• CAS: 169687-53-0
• 化学式: C₂₃H₂₈N₂O
• 分子量: 348.488
• InChiKey: LXNBXUKLYXGRTK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  23.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-<(4-Methyl-1-piperazinyl)methyl>-6,11,12,13-tetrahydro-5H-dibenzocyclononen-5-one 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 5.0h， 生成 6-<(4-Methyl-1-piperazinyl)methyl>-6,11,12,13-tetrahydro-5H-dibenzocyclononen-5-ol
  参考文献：
  名称：

  .beta.-Iodo Ketones by Prevost Reaction Of Vinyl Carbinols

  摘要：

  Treatment of alpha-ethenyl-alpha-phenylbenzenemethanol with iodine and silver acetate in either acetic acid or benzene gave 1,2-diphenyl-3-iodo-1-propanone (6) in 85% yield. Ring enlargements involving similar rearrangements were observed with a number of cyclic vinyl carbinols. In some cases, mixtures of normal Prevost products and rearranged beta-iodo ketones were obtained. The exact scope of this apparently novel reaction remains to be elucidated. Treatment of the beta-iodo ketones with DBU gave the corresponding alpha,beta-unsaturated ketones from which a number of amino ketones and amino alcohols were prepared by conjugate addition followed by reduction.

  DOI：

  10.1021/jo00119a021
• 作为产物：
  描述：

  10,11-dihydro-12-H-dibenzo[a,d]cycloocten-5-one 在 碘 、 silver(I) acetate 作用下， 以 四氢呋喃 、 乙醇 、 苯 为溶剂， 反应 15.0h， 生成 6-<(4-Methyl-1-piperazinyl)methyl>-6,11,12,13-tetrahydro-5H-dibenzocyclononen-5-one
  参考文献：
  名称：

  .beta.-Iodo Ketones by Prevost Reaction Of Vinyl Carbinols

  摘要：

  Treatment of alpha-ethenyl-alpha-phenylbenzenemethanol with iodine and silver acetate in either acetic acid or benzene gave 1,2-diphenyl-3-iodo-1-propanone (6) in 85% yield. Ring enlargements involving similar rearrangements were observed with a number of cyclic vinyl carbinols. In some cases, mixtures of normal Prevost products and rearranged beta-iodo ketones were obtained. The exact scope of this apparently novel reaction remains to be elucidated. Treatment of the beta-iodo ketones with DBU gave the corresponding alpha,beta-unsaturated ketones from which a number of amino ketones and amino alcohols were prepared by conjugate addition followed by reduction.

  DOI：

  10.1021/jo00119a021

文献信息

• .beta.-Iodo Ketones by Prevost Reaction Of Vinyl Carbinols
  作者：Engelbert Ciganek、J. C. Calabrese

  DOI：10.1021/jo00119a021

  日期：1995.7

  Treatment of alpha-ethenyl-alpha-phenylbenzenemethanol with iodine and silver acetate in either acetic acid or benzene gave 1,2-diphenyl-3-iodo-1-propanone (6) in 85% yield. Ring enlargements involving similar rearrangements were observed with a number of cyclic vinyl carbinols. In some cases, mixtures of normal Prevost products and rearranged beta-iodo ketones were obtained. The exact scope of this apparently novel reaction remains to be elucidated. Treatment of the beta-iodo ketones with DBU gave the corresponding alpha,beta-unsaturated ketones from which a number of amino ketones and amino alcohols were prepared by conjugate addition followed by reduction.