2-phenoxy-1-phenyl-2-(2,2,6,6-tetramethylpiperidin-1-yloxy)ethanone | 1574666-21-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-phenoxy-1-phenyl-2-(2,2,6,6-tetramethylpiperidin-1-yloxy)ethanone
• 英文别名: 2-(2,2,6,6-tetramethylpiperidine-N-oxyl)-2-phenoxyacetophenone；2-phenoxy-1-phenyl-2-((2,2,6,6-tetramethylpiperidin-1-yl)oxy)ethan-1-one；2-Phenoxy-1-phenyl-2-(2,2,6,6-tetramethylpiperidin-1-yl)oxyethanone；2-phenoxy-1-phenyl-2-(2,2,6,6-tetramethylpiperidin-1-yl)oxyethanone
• CAS: 1574666-21-9
• 化学式: C₂₃H₂₉NO₃
• 分子量: 367.488
• InChiKey: AHOMCOFZTMUARW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-phenoxy-1-phenyl-2-(2,2,6,6-tetramethylpiperidin-1-yloxy)ethanone 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以88%的产率得到phenyl 2-oxo-2-phenylacetate
  参考文献：
  名称：

  TEMPO对不同类型的烃进行铜催化的氨氧化反应：制备N-烷氧基胺衍生物的简便方法

  摘要：

  已开发出一种在温和的环境空气条件下将不同类型的烃氨氧化的高效铜（II）/叔丁基过氧化氢催化剂体系[（Bpy）Cu（II）/ TBHP]，可提供良好的N-烷氧基胺衍生物。高产。酮，酯，腈，甲苯，乙苯，杂环，环己烯和环己烷在该系统中具有良好的相容性，催化剂负载量可降低至0.5 mol％。

  DOI：

  10.1002/adsc.201500544
• 作为产物：
  描述：

  2-苯氧基-1-苯基乙醇 在 FeCl₃(η¹-2,2,6,6-tetramethylpiperidine-N-oxyl) 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 3.0h， 生成 2-phenoxy-1-phenyl-2-(2,2,6,6-tetramethylpiperidin-1-yloxy)ethanone
  参考文献：
  名称：

  Oxidation of Alcohols and Activated Alkanes with Lewis Acid-Activated TEMPO

  摘要：

  The reactivity of MCl3(eta(1)-TEMPO) (M = Fe, 1; Al, 2; TEMPO = 2,2,6,6-tetramethylpiperidine-N-oxyl) with a variety of alcohols, including 3,4-dimethoxybenzyl alcohol, 1-phenyl-2-phenoxyethanol, and 1,2-diphenyl-2-methoxyethanol, was investigated using NMR spectroscopy and mass spectrometry. Complex 1 was effective in cleanly converting these substrates to the corresponding aldehyde or ketone. Complex 2 was also able to oxidize these substrates; however, in a few instances the products of overoxidation were also observed. Oxidation of activated alkanes, such as xanthene, by 1 or 2 suggests that the reactions proceed via an initial 1-electron concerted proton-electron transfer (CPET) event. Finally, reaction of TEMPO with FeBr3 in Et2O results in the formation of a mixture of FeBr3(eta(1))-TEMPOH) (23) and [FeBr2(eta(1))-TEMPOH)](2)(mu-O) (24), via oxidation of the solvent, Et2O.

  DOI：

  10.1021/ic5018888

文献信息

• Copper-Catalyzed α-Aminoxylation of Ketones with 2,2,6,6-Tetramethylpiperidine-1-oxyl (TEMPO)
  作者：Ye-Xiang Xie、Ren-Jie Song、Yu Liu、Yan-Yun Liu、Jian-Nan Xiang、Jin-Heng Li

  DOI：10.1002/adsc.201300630

  日期：2013.11.25

  AbstractAn efficient copper‐catalyzed α‐aminoxylation of ketones with 2,2,6,6‐tetramethylpiperidine‐1‐oxyl (TEMPO) is presented for the synthesis of 2‐aryloxy‐1‐aryl‐2‐(2,2,6,6‐tetramethylpiperidin‐1‐yloxy)ethanones in moderate to excellent yields. It is noteworthy that the copper/iron (Cu/Fe) catalyst can be recovered and reused several times with high catalytic reactivity.magnified image