sodium 2-methyl-2-adamantoxide | 1389853-18-2

• 分子结构分类: 有机化合物 - 有机盐 - 有机金属盐
• 英文名称: sodium 2-methyl-2-adamantoxide
• 英文别名: Sodium;2-methyladamantan-2-olate；sodium;2-methyladamantan-2-olate
• CAS: 1389853-18-2
• 化学式: C₁₁H₁₇O*Na
• 分子量: 188.245
• InChiKey: HPMFWDOFPYJNJH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.43
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  23.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-甲基-2-金刚烷醇 在 sodium hydride 作用下， 以 四氢呋喃 、 mineral oil 为溶剂， 生成 sodium 2-methyl-2-adamantoxide
  参考文献：
  名称：

  Catalytic hydrogenation of unactivated amides enabled by hydrogenation of catalyst precursor

  摘要：

  A general method for catalytic hydrogenation of unactivated amides was achieved. During the catalyst induction period, a novel structural change was observed involving full hydrogenation of the interior unsaturated bonds of the pyridines of the Ru-containing catalyst precursor. Based on this observation, the mechanism of amide hydrogenation may involve a two-step pathway, wherein the Ru catalyst having an H-Ru-N-H functionality is generated in the first step, followed by the amide carbonyl group interacting with the outer, rather than the inner, sphere of the Ru catalyst. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.03.047
• 作为试剂：
  描述：

  n-苄基苯甲酰胺 在 sodium 2-methyl-2-adamantoxide 、 trans-[(trans-[(diisopropylphosphino(2-picolyl)phosphine)2RuCl₂])2RuCl₂] 、 氢气 、 sodium hydride 、 三乙胺 作用下， 以 二氯甲烷 、 甲苯 、 mineral oil 为溶剂， 20.0~160.0 ℃ 、8.0 MPa 条件下， 反应 168.0h， 生成 N-benzyl-[1,1'-biphenyl]-4-carboxamide
  参考文献：
  名称：

  Catalytic hydrogenation of unactivated amides enabled by hydrogenation of catalyst precursor

  摘要：

  A general method for catalytic hydrogenation of unactivated amides was achieved. During the catalyst induction period, a novel structural change was observed involving full hydrogenation of the interior unsaturated bonds of the pyridines of the Ru-containing catalyst precursor. Based on this observation, the mechanism of amide hydrogenation may involve a two-step pathway, wherein the Ru catalyst having an H-Ru-N-H functionality is generated in the first step, followed by the amide carbonyl group interacting with the outer, rather than the inner, sphere of the Ru catalyst. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.03.047

文献信息

• Catalytic hydrogenation of unactivated amides enabled by hydrogenation of catalyst precursor
  作者：Takashi Miura、Ingmar E. Held、Shunsuke Oishi、Masayuki Naruto、Susumu Saito

  DOI：10.1016/j.tetlet.2013.03.047

  日期：2013.5

  A general method for catalytic hydrogenation of unactivated amides was achieved. During the catalyst induction period, a novel structural change was observed involving full hydrogenation of the interior unsaturated bonds of the pyridines of the Ru-containing catalyst precursor. Based on this observation, the mechanism of amide hydrogenation may involve a two-step pathway, wherein the Ru catalyst having an H-Ru-N-H functionality is generated in the first step, followed by the amide carbonyl group interacting with the outer, rather than the inner, sphere of the Ru catalyst. (c) 2013 Elsevier Ltd. All rights reserved.