1-(2,2-Dimethoxy-ethoxy)-2,2,6,6-tetramethyl-piperidine | 823179-58-4

• 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-(2,2-Dimethoxy-ethoxy)-2,2,6,6-tetramethyl-piperidine
• 英文别名: 1-(2,2-Dimethoxyethoxy)-2,2,6,6-tetramethylpiperidine；1-(2,2-dimethoxyethoxy)-2,2,6,6-tetramethylpiperidine
• CAS: 823179-58-4
• 化学式: C₁₃H₂₇NO₃
• 分子量: 245.362
• InChiKey: SLXDVVWAMRFREF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  30.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(2,2-Dimethoxy-ethoxy)-2,2,6,6-tetramethyl-piperidine 在 盐酸 作用下， 以 四氢呋喃 为溶剂， 以70%的产率得到(2,2,6,6-Tetramethyl-piperidin-1-yloxy)-acetaldehyde
  参考文献：
  名称：

  Reactivity of TEMPO anion as a nucleophile and its applications for selective transformations of haloalkanes or acyl halides to aldehydes

  摘要：

  Sodium 2,2,6,6-tetramethylpiperidine-N-oxide (TEMPO-Na+), generated by reduction of TEMPO. with sodium naphthalenide in THF, reacted with alkyl halides or acyl halides to produce O-alkylated or acylated TEMPOs, which were in turn oxidized with mCPBA or reduced with DIBAL-H to afford the corresponding aldehydes, thus accomplishing a new protocol for the halides-carbonyls conversion. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.09.067
• 作为产物：
  描述：

  2-溴-1,1-二甲氧基乙烷 、 2,2,6,6-四甲基哌啶氧化物 在 萘 、 sodium 、 N,N-二甲基丙烯基脲 作用下， 以 四氢呋喃 为溶剂， 反应 82.0h， 以43%的产率得到1-(2,2-Dimethoxy-ethoxy)-2,2,6,6-tetramethyl-piperidine
  参考文献：
  名称：

  Reactivity of TEMPO anion as a nucleophile and its applications for selective transformations of haloalkanes or acyl halides to aldehydes

  摘要：

  Sodium 2,2,6,6-tetramethylpiperidine-N-oxide (TEMPO-Na+), generated by reduction of TEMPO. with sodium naphthalenide in THF, reacted with alkyl halides or acyl halides to produce O-alkylated or acylated TEMPOs, which were in turn oxidized with mCPBA or reduced with DIBAL-H to afford the corresponding aldehydes, thus accomplishing a new protocol for the halides-carbonyls conversion. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.09.067

文献信息

• Reactivity of TEMPO anion as a nucleophile and its applications for selective transformations of haloalkanes or acyl halides to aldehydes
  作者：Tsutomu Inokuchi、Hiroyuki Kawafuchi

  DOI：10.1016/j.tet.2004.09.067

  日期：2004.12

  Sodium 2,2,6,6-tetramethylpiperidine-N-oxide (TEMPO-Na+), generated by reduction of TEMPO. with sodium naphthalenide in THF, reacted with alkyl halides or acyl halides to produce O-alkylated or acylated TEMPOs, which were in turn oxidized with mCPBA or reduced with DIBAL-H to afford the corresponding aldehydes, thus accomplishing a new protocol for the halides-carbonyls conversion. (C) 2004 Elsevier Ltd. All rights reserved.