N-p-methylbenzyl-2,2,6,6-tetramethylpiperidin-4-ol

• 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: N-p-methylbenzyl-2,2,6,6-tetramethylpiperidin-4-ol
• 英文别名: 1-(p-methylbenzyl)-2,2,6,6-tetramethylpiperidin-4-ol；2,2,6,6-Tetramethyl-1-[(4-methylphenyl)methyl]piperidin-4-ol
• 化学式: C₁₇H₂₇NO
• 分子量: 261.407
• InChiKey: DUUQYGBVMGXVDW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-p-methylbenzyl-2,2,6,6-tetramethylpiperidin-4-ol 在 C₂₀H₂₉ClO₂P₂Pt 、 苄叉丙酮 、 sodium hydroxide 作用下， 以 甲苯 为溶剂， 反应 4.0h， 生成
  参考文献：
  名称：

  铂-（亚膦酸-亚膦酸）配合物作为哌啶醇氧化裂解的双能催化剂：伯胺的入门

  摘要：

  根据氢转移诱导方法，铂-（亚膦基-亚膦酸）络合物催化受阻哌啶醇的氧化断裂。这种催化剂在一锅两步法中连续充当氢载体和软路易斯酸。该方法可用于通过简单的酸碱萃取来合成多种纯净形式的伯胺，而无需进一步纯化。

  DOI：

  10.1039/c9ra08709e
• 作为产物：
  描述：

  四甲基哌啶酮 在 sodium tetrahydroborate 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 2.33h， 生成 N-p-methylbenzyl-2,2,6,6-tetramethylpiperidin-4-ol
  参考文献：
  名称：

  General methodology for the chemoselective N-alkylation of (2,2,6,6)-tetramethylpiperidin-4-ol: Contribution of microwave irradiation

  摘要：

  A convenient method to access a broad variety of N-alkyl-(2,2,6,6)-tetramethylpiperidin-4-ol compounds is reported. The thermal treatment of a mixture of (2,2,6,6)-tetramethylpiperidin-4-ol and allyl or benzyl bromide derivatives gave the corresponding N-alkylated compounds in good yields while leaving the hydroxyl functional group intact. Whereas 40 h were needed to reach complete conversion, microwave irradiation allowed the reaction time to be reduced (20 min) and improved the yields in most cases. (C) 2018 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2018.12.020

文献信息

• US4102870A
  申请人：——

  公开号：US4102870A

  公开（公告）日：1978-07-25
• General methodology for the chemoselective N-alkylation of (2,2,6,6)-tetramethylpiperidin-4-ol: Contribution of microwave irradiation
  作者：Romain Membrat、Alexandre Vasseur、Laurent Giordano、Alexandre Martinez、Didier Nuel

  DOI：10.1016/j.tetlet.2018.12.020

  日期：2019.1

  A convenient method to access a broad variety of N-alkyl-(2,2,6,6)-tetramethylpiperidin-4-ol compounds is reported. The thermal treatment of a mixture of (2,2,6,6)-tetramethylpiperidin-4-ol and allyl or benzyl bromide derivatives gave the corresponding N-alkylated compounds in good yields while leaving the hydroxyl functional group intact. Whereas 40 h were needed to reach complete conversion, microwave irradiation allowed the reaction time to be reduced (20 min) and improved the yields in most cases. (C) 2018 Elsevier Ltd. All rights reserved.
• Platinum–(phosphinito–phosphinous acid) complexes as bi-talented catalysts for oxidative fragmentation of piperidinols: an entry to primary amines
  作者：Romain Membrat、Alexandre Vasseur、Delphine Moraleda、Sabine Michaud-Chevallier、Alexandre Martinez、Laurent Giordano、Didier Nuel

  DOI：10.1039/c9ra08709e

  日期：——

  Platinum–(phosphinito–phosphinous acid) complex catalyzes the oxidative fragmentation of hindered piperidinols according to a hydrogen transfer induced methodology. This catalyst acts successively as both a hydrogen carrier and soft Lewis acid in a one pot – two steps process. This method can be applied to the synthesis of a wide variety of primary amines in a pure form by a simple acid–base extraction

  根据氢转移诱导方法，铂-（亚膦基-亚膦酸）络合物催化受阻哌啶醇的氧化断裂。这种催化剂在一锅两步法中连续充当氢载体和软路易斯酸。该方法可用于通过简单的酸碱萃取来合成多种纯净形式的伯胺，而无需进一步纯化。