1-(甲氧基甲氧基)吲哚 | 144219-54-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 中文名称: 1-(甲氧基甲氧基)吲哚
• 英文名称: 1-methoxymethoxyindole
• 英文别名: 1-methoxymethylindole；1-MOM-indole；1H-Indole, 1-(methoxymethoxy)-；1-(methoxymethoxy)indole
• CAS: 144219-54-5
• 化学式: C₁₀H₁₁NO₂
• 分子量: 177.203
• InChiKey: MCBMVYDOTSDBAB-UHFFFAOYSA-N

物化性质

• 沸点：
  265.8±42.0 °C(Predicted)
• 密度：
  1.11±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  23.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(甲氧基甲氧基)吲哚 在 palladium on activated charcoal 正丁基锂 、 氢气 作用下， 以 甲醇 为溶剂， 25.0 ℃ 、101.33 kPa 条件下， 反应 0.25h， 生成 1H-吲哚,2-(1-苯基乙基)-
  参考文献：
  名称：

  A Regioselective Lithiation of 1-Methoxymethoxyindole at the 2-Position and Its Application for the Synthesis of 2-Substituted Indoles

  摘要：

  A regioselective lithiation of 1-methoxymethoxyindole at the 2-position was achieved with n-BuLi at 0-degrees-C. Subsequent treatment with electrophiles afforded 2-substituted 1-methoxymethoxyindoles, which were readily converted to 2-substituted indoles.

  DOI：

  10.3987/com-92-6066
• 作为产物：
  描述：

  吲哚啉 在 sodium tungstate 、 四丁基溴化铵 、 过氧化脲素 、 potassium carbonate 作用下， 以 甲醇 、 苯 为溶剂， 反应 2.25h， 生成 1-(甲氧基甲氧基)吲哚
  参考文献：
  名称：

  A Regioselective Lithiation of 1-Methoxymethoxyindole at the 2-Position and Its Application for the Synthesis of 2-Substituted Indoles

  摘要：

  A regioselective lithiation of 1-methoxymethoxyindole at the 2-position was achieved with n-BuLi at 0-degrees-C. Subsequent treatment with electrophiles afforded 2-substituted 1-methoxymethoxyindoles, which were readily converted to 2-substituted indoles.

  DOI：

  10.3987/com-92-6066

文献信息

• Lithiation of 1-Alkoxyindole Derivatives
  作者：Masanori Somei、Kyoko Nakagawa (Goto)、Tetsuya Kobayashi、Toshiya Kawasaki

  DOI：10.3987/com-18-s(t)77

  日期：——

  Lithiation of 1-alkoxyindoles, 3-dimethylaminomethyl- and 3-dimethylaminoethyl-1-methoxyindole occurred regioselectively at the 2-position. The introduction of a sterically bulky group into the 2-position of 3-dimethylaminomethyl-1-methoxyindoles directed the lithiation to the 4-position.
• A Regioselective Lithiation of 1-Methoxymethoxyindole at the 2-Position and Its Application for the Synthesis of 2-Substituted Indoles
  作者：Masanori Somei、Tetsuya Kobayashi

  DOI：10.3987/com-92-6066

  日期：——

  A regioselective lithiation of 1-methoxymethoxyindole at the 2-position was achieved with n-BuLi at 0-degrees-C. Subsequent treatment with electrophiles afforded 2-substituted 1-methoxymethoxyindoles, which were readily converted to 2-substituted indoles.