Benzyl-cyclohexyl-prop-2-ynyl-amine | 143632-82-0

• 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: Benzyl-cyclohexyl-prop-2-ynyl-amine
• 英文别名: Benzenemethanamine, N-cyclohexyl-N-2-propynyl-；N-benzyl-N-prop-2-ynylcyclohexanamine
• CAS: 143632-82-0
• 化学式: C₁₆H₂₁N
• 分子量: 227.349
• InChiKey: YVDOZMKVILHXSI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• 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

反应信息

• 作为反应物：
  描述：

  Benzyl-cyclohexyl-prop-2-ynyl-amine 在 chromium-pillared montmorillonite 叔丁基过氧化氢 作用下， 以 异辛烷 、 二氯甲烷 为溶剂， 反应 46.0h， 以36%的产率得到N-Cyclohexyl-N-propargylbenzamide
  参考文献：
  名称：

  Chromium-pillared clay as a catalyst for benzylic oxidation and oxidative deprotection of benzyl ethers and benzylamines: a simple and convenient procedure

  摘要：

  A mild and efficient method for benzylic oxidation of arylmethylenes to the corresponding carbonyl compounds in good yields is described using a catalytic amount of chromium-pillared montmorillonite and equimolar quantities of tert-butyl hydroperoxide. The method is very selective toward monocarbonyl compounds of the substrates prone to form dicarbonyl compounds. The present heterogeneous catalyst is inert toward the branched hydrocarbons and has been put to practice to obtain p-isobutylacetophenone selectively from p-isobutylethylbenzene. Further, the method is extended successfully to the oxidative debenzylation reactions for the first time. A striking feature of the oxidative deprotection with the present method is the deprotection of a benzyl group from the substrates having an alkyne moiety.

  DOI：

  10.1021/jo00048a013

文献信息

• Chromium-pillared clay as a catalyst for benzylic oxidation and oxidative deprotection of benzyl ethers and benzylamines: a simple and convenient procedure
  作者：Boyapati M. Choudary、Annavajhula Durga Prasad、Vedantam Bhuma、Vinukonda Swapna

  DOI：10.1021/jo00048a013

  日期：1992.10

  A mild and efficient method for benzylic oxidation of arylmethylenes to the corresponding carbonyl compounds in good yields is described using a catalytic amount of chromium-pillared montmorillonite and equimolar quantities of tert-butyl hydroperoxide. The method is very selective toward monocarbonyl compounds of the substrates prone to form dicarbonyl compounds. The present heterogeneous catalyst is inert toward the branched hydrocarbons and has been put to practice to obtain p-isobutylacetophenone selectively from p-isobutylethylbenzene. Further, the method is extended successfully to the oxidative debenzylation reactions for the first time. A striking feature of the oxidative deprotection with the present method is the deprotection of a benzyl group from the substrates having an alkyne moiety.