1-(hydroxymethoxy)-2,2,6,6-tetramethylpiperidin-4-one

• 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: 1-(hydroxymethoxy)-2,2,6,6-tetramethylpiperidin-4-one
• 英文别名: 1-(Hydroxymethoxy)-2,2,6,6-tetramethylpiperidin-4-one
• 化学式: C₁₀H₁₉NO₃
• 分子量: 201.266
• InChiKey: KUIUOVDRKIOISE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  哌啶 、 1-(hydroxymethoxy)-2,2,6,6-tetramethylpiperidin-4-one 以 乙醇 为溶剂， 以61%的产率得到2,2,6,6-tetramethyl-1-(piperidin-1-ylmethoxy)piperidin-4-one
  参考文献：
  名称：

  Synthesis, Reactions, and Antimicrobial activity of N-Hydroxy-triacetonamine Derivatives

  摘要：

  SIMPLE and one step method for preparation of N-hydroxy-2,2,6,6-tetramethyl-4-piperidone is reported. N-Hydroxy-2,2,6,6-tetramethyl-4-piperidone (1) reacts with formaldehyde, formaldehyde and piperidine to afford compounds (3) and (4) respectively. Compound (1) reacts with sodium azide and alpha-bromosugar to afford corresponding products. Compound (1) reacts with 2-(4-chlorobenzylidene)malononitrile to afford 1,6-napthyridine derivative (9). N-Hydroxy-2,2,6,6-tetramethyl-4-piperidone (1) reacts with p-chlorobenzaldehyde and cyanoacetamide to produce 1,6-napthyridine derivative (10a). N-Hydroxy derivative (1) reacts also with p-chlorobenzaldehyde and ethylcyanoacetate to afford 1,6-napthyridine (10b). Antimicrobial screening of some of the synthesized compounds has been performed.

  DOI：

  10.21608/ejchem.2019.7103.1586
• 作为产物：
  描述：

  四甲基哌啶酮 在 双氧水 、 potassium hydroxide 作用下， 以 甲醇 、 乙醇 、 水 、 丙酮 为溶剂， 反应 3.0h， 生成 1-(hydroxymethoxy)-2,2,6,6-tetramethylpiperidin-4-one
  参考文献：
  名称：

  Synthesis, Reactions, and Antimicrobial activity of N-Hydroxy-triacetonamine Derivatives

  摘要：

  SIMPLE and one step method for preparation of N-hydroxy-2,2,6,6-tetramethyl-4-piperidone is reported. N-Hydroxy-2,2,6,6-tetramethyl-4-piperidone (1) reacts with formaldehyde, formaldehyde and piperidine to afford compounds (3) and (4) respectively. Compound (1) reacts with sodium azide and alpha-bromosugar to afford corresponding products. Compound (1) reacts with 2-(4-chlorobenzylidene)malononitrile to afford 1,6-napthyridine derivative (9). N-Hydroxy-2,2,6,6-tetramethyl-4-piperidone (1) reacts with p-chlorobenzaldehyde and cyanoacetamide to produce 1,6-napthyridine derivative (10a). N-Hydroxy derivative (1) reacts also with p-chlorobenzaldehyde and ethylcyanoacetate to afford 1,6-napthyridine (10b). Antimicrobial screening of some of the synthesized compounds has been performed.

  DOI：

  10.21608/ejchem.2019.7103.1586

文献信息

• Synthesis, Reactions, and Antimicrobial activity of N-Hydroxy-triacetonamine Derivatives
  作者：Mahmoud Yousif、Ahmed Fayed、Nabil Yousif

  DOI：10.21608/ejchem.2019.7103.1586

  日期：2019.3.4

  SIMPLE and one step method for preparation of N-hydroxy-2,2,6,6-tetramethyl-4-piperidone is reported. N-Hydroxy-2,2,6,6-tetramethyl-4-piperidone (1) reacts with formaldehyde, formaldehyde and piperidine to afford compounds (3) and (4) respectively. Compound (1) reacts with sodium azide and alpha-bromosugar to afford corresponding products. Compound (1) reacts with 2-(4-chlorobenzylidene)malononitrile to afford 1,6-napthyridine derivative (9). N-Hydroxy-2,2,6,6-tetramethyl-4-piperidone (1) reacts with p-chlorobenzaldehyde and cyanoacetamide to produce 1,6-napthyridine derivative (10a). N-Hydroxy derivative (1) reacts also with p-chlorobenzaldehyde and ethylcyanoacetate to afford 1,6-napthyridine (10b). Antimicrobial screening of some of the synthesized compounds has been performed.