2-Diethylphosphonoacetoxycyclohexanon | 66792-71-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: 2-Diethylphosphonoacetoxycyclohexanon
• 英文别名: (2-Oxocyclohexyl) 2-[diethoxy(oxido)phosphaniumyl]acetate；(2-oxocyclohexyl) 2-[diethoxy(oxido)phosphaniumyl]acetate
• CAS: 66792-71-0
• 化学式: C₁₂H₂₁O₆P
• 分子量: 292.269
• InChiKey: ZATVMKYDNPFOMS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  19
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  84.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  二乙基磷乙酸 、 2-偶氮基环己烯-1-醇 在 copper acetylacetonate 作用下， 以 甲苯 为溶剂， 反应 1.0h， 以78%的产率得到2-Diethylphosphonoacetoxycyclohexanon
  参考文献：
  名称：

  An efficient synthesis of α-acyloxyketone by Cu(acac)2-catalyzed insertion reaction of α-diazoketone to carboxylic acid

  摘要：

  An efficient insertion reaction of alpha-diazoketone to various carboxylic acids was achieved by using Cu(acac)(2) as a catalyst. Treatment of the diazo compound with a carboxylic acid (1.2 equiv) in the presence of Cu(acac)(2) (0.1 equiv) at room temperature afforded the corresponding ketoester in good yield. Various kinds of functional groups were tolerated under the reaction conditions. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)00578-4

文献信息

• An efficient synthesis of α-acyloxyketone by Cu(acac)2-catalyzed insertion reaction of α-diazoketone to carboxylic acid
  作者：Tetsuro Shinada、Tadashi Kawakami、Hiroshi Sakai、Ichinori Takada、Yasufumi Ohfune

  DOI：10.1016/s0040-4039(98)00578-4

  日期：1998.5

  An efficient insertion reaction of alpha-diazoketone to various carboxylic acids was achieved by using Cu(acac)(2) as a catalyst. Treatment of the diazo compound with a carboxylic acid (1.2 equiv) in the presence of Cu(acac)(2) (0.1 equiv) at room temperature afforded the corresponding ketoester in good yield. Various kinds of functional groups were tolerated under the reaction conditions. (C) 1998 Elsevier Science Ltd. All rights reserved.