trans-2-phenyl-4a,5,6,7,8,8a-hexahydro-3,1-benzoxazin-4-one | 65325-08-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: trans-2-phenyl-4a,5,6,7,8,8a-hexahydro-3,1-benzoxazin-4-one
• 英文别名: 2-phenyl-(4ar,8at)-4a,5,6,7,8,8a-hexahydro-benzo[d][1,3]oxazin-4-one；(4aS,8aS)-2-phenyl-4a,5,6,7,8,8a-hexahydro-3,1-benzoxazin-4-one
• CAS: 65325-08-8；65325-09-9；65325-12-4；65325-13-5；65325-29-3；65338-27-4；77064-51-8；118026-45-2
• 化学式: C₁₄H₁₅NO₂
• 分子量: 229.279
• InChiKey: GNQJXYPMFNVSSS-RYUDHWBXSA-N

物化性质

• 沸点：
  349.7±25.0 °C(Predicted)
• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  38.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  trans-2-phenyl-4a,5,6,7,8,8a-hexahydro-3,1-benzoxazin-4-one 、 苯胺 以 四氢呋喃 为溶剂， 以99%的产率得到N-[(1S,2S)-2-(phenylcarbamoyl)cyclohexyl]benzamide
  参考文献：
  名称：

  2-Substituted hexahydroacylanthranils: Synthesis and selective reactions with amines

  摘要：

  In contrast to their aromatic analogues, the corresponding saturated diamides 5-9 are formed exclusively when hexahydro-3,1,4-benzoxazinones (3, 4) are reacted with amines. The cyclodehydration reaction of the diamides 5-9 cannot be carried out at arbitrarily high temperatures.

  DOI：

  10.1007/bf00844692
• 作为产物：
  描述：

  (+/-)-N-benzoyl-trans-2-aminocyclohexane-carboxylic acid 在 N,N'-二环己基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以92%的产率得到trans-2-phenyl-4a,5,6,7,8,8a-hexahydro-3,1-benzoxazin-4-one
  参考文献：
  名称：

  2-Substituted hexahydroacylanthranils: Synthesis and selective reactions with amines

  摘要：

  In contrast to their aromatic analogues, the corresponding saturated diamides 5-9 are formed exclusively when hexahydro-3,1,4-benzoxazinones (3, 4) are reacted with amines. The cyclodehydration reaction of the diamides 5-9 cannot be carried out at arbitrarily high temperatures.

  DOI：

  10.1007/bf00844692

文献信息

• Nohira,H. et al., Heterocycles, <hi>1977</hi>, vol. 7, p. 301 - 306
  作者：Nohira,H. et al.

  DOI：——

  日期：——
• 2-Substituted hexahydroacylanthranils: Synthesis and selective reactions with amines
  作者：G. G�nd�s、L. Gera、G. Dombi、G. Bern�th

  DOI：10.1007/bf00844692

  日期：1996.11

  In contrast to their aromatic analogues, the corresponding saturated diamides 5-9 are formed exclusively when hexahydro-3,1,4-benzoxazinones (3, 4) are reacted with amines. The cyclodehydration reaction of the diamides 5-9 cannot be carried out at arbitrarily high temperatures.