N,O-Bis(methoxycarbonyl)-N-((1-phenylcyclopropyl)methyl)hydroxylamine | 154813-20-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N,O-Bis(methoxycarbonyl)-N-((1-phenylcyclopropyl)methyl)hydroxylamine
• 英文别名: [Methoxycarbonyl-[(1-phenylcyclopropyl)methyl]amino] methyl carbonate
• CAS: 154813-20-4
• 化学式: C₁₄H₁₇NO₅
• 分子量: 279.293
• InChiKey: PQLOSCHTSDKXEN-UHFFFAOYSA-N

物化性质

• 沸点：
  350.1±25.0 °C(predicted)
• 密度：
  1.249±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  65.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N,O-Bis(methoxycarbonyl)-N-((1-phenylcyclopropyl)methyl)hydroxylamine 500.0 ℃ 、13.33 Pa 条件下， 以38%的产率得到N-(Methoxycarbonyl)-3-phenyl-2-pyrroline
  参考文献：
  名称：

  Thermal Ring-Expansion of N-Acyl Cyclopropyl Imines

  摘要：

  The FVT of N-acyl cyclopropyl imines with methyl, phenyl, and acyl substituents at C-1 or C-2 of the cyclopropyl ring has been studied. The parent N-acyl cyclopropyl imine and N-acyl methylcyclopropyl imines gave no ring-expansion products but ring-opened mixtures, decomposed fragments, and polymerization tars after FVT, whereas N-acyl phenylcyclopropyl imines and N-acyl acylcyclopropyl imines generated ring-expansion products, X-pyrrolines. It demonstrates the first study on the thermal rearrangement of N-acyl cyclopropyl imines.

  DOI：

  10.1021/jo00082a020
• 作为产物：
  描述：

  1-苯基环丙烷甲醛 在 盐酸 、 吡啶硼烷 、 盐酸羟胺 、 sodium carbonate 、 三乙胺 作用下， 以 乙醇 为溶剂， 反应 6.33h， 生成 N,O-Bis(methoxycarbonyl)-N-((1-phenylcyclopropyl)methyl)hydroxylamine
  参考文献：
  名称：

  Thermal Ring-Expansion of N-Acyl Cyclopropyl Imines

  摘要：

  The FVT of N-acyl cyclopropyl imines with methyl, phenyl, and acyl substituents at C-1 or C-2 of the cyclopropyl ring has been studied. The parent N-acyl cyclopropyl imine and N-acyl methylcyclopropyl imines gave no ring-expansion products but ring-opened mixtures, decomposed fragments, and polymerization tars after FVT, whereas N-acyl phenylcyclopropyl imines and N-acyl acylcyclopropyl imines generated ring-expansion products, X-pyrrolines. It demonstrates the first study on the thermal rearrangement of N-acyl cyclopropyl imines.

  DOI：

  10.1021/jo00082a020

文献信息

• Wu Pei-Lin, Wang Wen-Shan, J. Org. Chem, 59 (1994) N 3, S 622-627
  作者：Wu Pei-Lin, Wang Wen-Shan

  DOI：——

  日期：——
• Thermal Ring-Expansion of N-Acyl Cyclopropyl Imines
  作者：Pei-Lin Wu、Wen-Shan Wang

  DOI：10.1021/jo00082a020

  日期：1994.2

  The FVT of N-acyl cyclopropyl imines with methyl, phenyl, and acyl substituents at C-1 or C-2 of the cyclopropyl ring has been studied. The parent N-acyl cyclopropyl imine and N-acyl methylcyclopropyl imines gave no ring-expansion products but ring-opened mixtures, decomposed fragments, and polymerization tars after FVT, whereas N-acyl phenylcyclopropyl imines and N-acyl acylcyclopropyl imines generated ring-expansion products, X-pyrrolines. It demonstrates the first study on the thermal rearrangement of N-acyl cyclopropyl imines.