4-(1H-benzo[d]imidazol-1-yl)-2-methyl-2-butanol | 1421683-64-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 4-(1H-benzo[d]imidazol-1-yl)-2-methyl-2-butanol
• 英文别名: 4-(Benzimidazol-1-yl)-2-methylbutan-2-ol；4-(benzimidazol-1-yl)-2-methylbutan-2-ol
• CAS: 1421683-64-8
• 化学式: C₁₂H₁₆N₂O
• 分子量: 204.272
• InChiKey: RHVGUUZMHQLOPE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  38
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(1H-benzo[d]imidazol-1-yl)-2-methyl-2-butanol 在 二叔丁基过氧化物 、 copper(l) chloride 作用下， 以 甲苯 为溶剂， 反应 12.0h， 以83%的产率得到2,2-dimethyl-3,4-dihydro-2H-benzo[4,5]imidazo[2,1-b][1,3]oxazine
  参考文献：
  名称：

  Copper-Catalyzed C–H Alkoxylation of Azoles

  摘要：

  We achieved copper-catalyzed intramolecular and intermolecular alkoxylation of azoles. This reaction is a rare example of transition-metal-catalyzed C-H alkoxylation of heteroaromatic compounds. In addition, the alkoxylation reaction proceeded well even In gram scale. In most intermolecular alkoxylations, the use of an excess amount of alcohols (in some cases, alcohols are used as a solvent) is indispensable to efficiently promote the alkoxylation reaction, but this alkoxylation reaction proceeded using only 1 equiv of alcohols.

  DOI：

  10.1021/ol303533z
• 作为产物：
  描述：

  4-氨基-2-甲基-2-丁醇 在 palladium 10% on activated carbon 、 氢气 、 对甲苯磺酸 、 N,N-二异丙基乙胺 作用下， 以 乙醇 、 甲苯 、 乙腈 为溶剂， 反应 27.0h， 生成 4-(1H-benzo[d]imidazol-1-yl)-2-methyl-2-butanol
  参考文献：
  名称：

  Copper-Catalyzed C–H Alkoxylation of Azoles

  摘要：

  We achieved copper-catalyzed intramolecular and intermolecular alkoxylation of azoles. This reaction is a rare example of transition-metal-catalyzed C-H alkoxylation of heteroaromatic compounds. In addition, the alkoxylation reaction proceeded well even In gram scale. In most intermolecular alkoxylations, the use of an excess amount of alcohols (in some cases, alcohols are used as a solvent) is indispensable to efficiently promote the alkoxylation reaction, but this alkoxylation reaction proceeded using only 1 equiv of alcohols.

  DOI：

  10.1021/ol303533z

文献信息

• Copper-Catalyzed C–H Alkoxylation of Azoles
  作者：Noriaki Takemura、Yoichiro Kuninobu、Motomu Kanai

  DOI：10.1021/ol303533z

  日期：2013.2.15

  We achieved copper-catalyzed intramolecular and intermolecular alkoxylation of azoles. This reaction is a rare example of transition-metal-catalyzed C-H alkoxylation of heteroaromatic compounds. In addition, the alkoxylation reaction proceeded well even In gram scale. In most intermolecular alkoxylations, the use of an excess amount of alcohols (in some cases, alcohols are used as a solvent) is indispensable to efficiently promote the alkoxylation reaction, but this alkoxylation reaction proceeded using only 1 equiv of alcohols.