2-methoxy-7-methyl-3H-azepine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吖庚因类
• 英文名称: 2-methoxy-7-methyl-3H-azepine
• 化学式: C₈H₁₁NO
• 分子量: 137.181
• InChiKey: LDDQNDKUXMDTFX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  21.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (1R,5S)-2-methoxy-4-methyl-3-azabicyclo[3.2.0]hepta-2,6-diene 以97%的产率得到
  参考文献：
  名称：

  STEGLICH, WOLFGANG;BAUER, HEIKE;GROSS. E-BLEY, MICHAEL;JESCHKE, RAINER;JO+, J. HETEROCYCL. CHEM., 27,(1990) N, C. 107-110

  摘要：

  DOI：

文献信息

• Steric Effect on the Formation of 3H-Azepine Derivatives from o-Alkylphenylnitrene and Alcohol as a Nucleophilic Media
  作者：Kyosuke Satake、Siti Mariyah Ulfa、Hideki Okamoto

  DOI：10.3987/com-11-12172

  日期：——

  The steric influence of the ortho-alkyl group of the nitrobenzene substrate and the nucleophile on the reaction pathway is investigated.

  研究了硝基苯底物的邻位烷基和亲核试剂对反应途径的空间影响。
• Unprecedented Temperature-dependent Formation of 3- and 7-Methyl-3<i>H</i>-azepine Derivatives by the Reaction of <i>o</i>-Nitrotoluene with Tributylphosphine in Nucleophilic Media
  作者：Siti Mariyah Ulfa、Hideki Okamoto、Kyosuke Satake

  DOI：10.1246/cl.2012.400

  日期：2012.4.5

  The reaction of o-methylphenylnitrene in the presence of alcohol and amine was expected to give isomeric pairs of 3- and 7-methyl-3H-azepine derivatives. The formation ratio between these isomers was found to be obviously influenced by reaction temperature, that is, reaction at 150 °C gave 7-methyl-3H-azepine derivative, however, it became minor under 70 °C in both media. The ratio between 3- and 7-methyl derivatives is explained by a scheme of kinetic- and thermodynamic-controlled product distribution from o-methylphenylnitrene to 3- and 7-methyldehydroazepine intermediates which are trapped by nucleophilic media to give 3- and 7-methyl-3H-azepine derivatives.

  在醇和胺的存在下，邻甲基苯基硝基苯烯的反应预计会产生 3-甲基和 7-甲基-3H-氮杂卓衍生物的异构体对。研究发现，这些异构体之间的生成比例明显受反应温度的影响，即在 150 ℃ 下反应生成 7-甲基-3H-氮杂卓衍生物，但在 70 ℃ 下，两种介质中的生成比例都很小。3-甲基和 7-甲基衍生物之间的比例可以用动力学和热力学控制的产物分布方案来解释，即从邻甲基苯基硝基苯烯到 3-甲基和 7-甲基脱氢氮杂卓中间体，这些中间体被亲核介质截留，生成 3-甲基和 7-甲基-3H-氮杂卓衍生物。
• Steglich, Wolfgang; Bauer, Heike; Grosse-Bley, Michael, Journal of Heterocyclic Chemistry, 1990, vol. 27, # 1, p. 107 - 110
  作者：Steglich, Wolfgang、Bauer, Heike、Grosse-Bley, Michael、Jeschke, Rainer、Josten, Jakob、Klein, Johann

  DOI：——

  日期：——
• STEGLICH, WOLFGANG;BAUER, HEIKE;GROSS. E-BLEY, MICHAEL;JESCHKE, RAINER;JO+, J. HETEROCYCL. CHEM., 27,(1990) N, C. 107-110
  作者：STEGLICH, WOLFGANG、BAUER, HEIKE、GROSS. E-BLEY, MICHAEL、JESCHKE, RAINER、JO+

  DOI：——

  日期：——