N-(2-oxo-1-phenyloctyl)aniline | 99365-60-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-(2-oxo-1-phenyloctyl)aniline
• 英文别名: 1-phenyl-1-(phenylamino)octan-2-one；1-anilino-1-phenyloctan-2-one
• CAS: 99365-60-3
• 化学式: C₂₀H₂₅NO
• 分子量: 295.425
• InChiKey: TTYSEOWPPHXYOE-UHFFFAOYSA-N

物化性质

• 熔点：
  84-85 °C(Solv: ethyl acetate (141-78-6); hexane (110-54-3))
• 沸点：
  433.2±33.0 °C(Predicted)
• 密度：
  1.043±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.38
• 重原子数：
  22.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  29.1
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  氰胺 、 N-(2-oxo-1-phenyloctyl)aniline 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 3.0h， 以66%的产率得到4-hexyl-1,5-diphenyl-1H-imidazol-2-amine
  参考文献：
  名称：

  A modular approach to the synthesis of 1,4,5-substituted-2-aminoimidazoles

  摘要：

  Diversified 1,4,5-substituted-2-aminoimidazoles were rapidly assembled via sequential N-H insertion and Grignard addition to alpha-diazoesters. Lead compounds were identified as antibiotics against Gram-positive bacteria with an MIC value as low as 2 mu g/mL. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.12.090
• 作为产物：
  描述：

  2-重氮基-2-苯基乙酸乙酯 在 [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂ 、 异丙基氯化镁 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 3.0h， 生成 N-(2-oxo-1-phenyloctyl)aniline
  参考文献：
  名称：

  A modular approach to the synthesis of 1,4,5-substituted-2-aminoimidazoles

  摘要：

  Diversified 1,4,5-substituted-2-aminoimidazoles were rapidly assembled via sequential N-H insertion and Grignard addition to alpha-diazoesters. Lead compounds were identified as antibiotics against Gram-positive bacteria with an MIC value as low as 2 mu g/mL. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.12.090

文献信息

• Ligand‐Controlled Copper‐Catalyzed Regiodivergent Carbonylative Synthesis of α‐Amino Ketones and α‐Boryl Amides from Imines and Alkyl Iodides
  作者：Fu‐Peng Wu、Xiao‐Feng Wu

  DOI：10.1002/ange.202012251

  日期：2021.1.11

  AbstractRegioselective transformation is among the long‐standing challenges in organic synthesis. In this communication, a copper‐catalyzed selectivity controlled regiodivergent borocarbonylation of imines with alkyl iodides has been developed. Various α‐amino ketones and α‐boryl amides were produced in moderate to good yields from the same substrates. The choice of the ligand is key for the regioselectivity

  摘要区域选择性转化是有机合成中长期存在的挑战之一。在这篇通讯中，开发了一种铜催化选择性控制的亚胺与烷基碘的区域发散硼羰基化反应。从相同的底物中可以以中等至良好的产率生产各种 α-氨基酮和 α-硼基酰胺。配体的选择是区域选择性控制的关键：用（p‐CF3C6H4）3P作为配体，而相应的α-硼酰胺在使用时具有高区域选择性我IMes作为配体。
• α,β-Epoxy Sulfoxides as Useful Intermediates in Organic Synthesis. III. A Novel Synthesis of α-Amino Ketones and α-Amino Aldehydes by Aminolysis of α,β-Epoxy Sulfoxides
  作者：Tsuyoshi Satoh、Youhei Kaneko、Kiichi Sakata、Koji Yamakawa

  DOI：10.1246/bcsj.59.457

  日期：1986.2

  prepared from 1-chloroalkyl phenyl sulfoxides or chloromethyl phenyl sulfoxide and carbonyl compounds, with alkyl- or arylamines afforded α-amino ketones or α-amino aldehydes in good yields. Treatment of thus obtained α-arylamino ketones with weak Lewis acid led to 2,3-disubstituted indoles.

  α,β-环氧亚砜的氨解，很容易从 1-氯烷基苯基亚砜或氯甲基苯基亚砜和羰基化合物制备，用烷基胺或芳基胺以良好的产率得到 α-氨基酮或 α-氨基醛。用弱路易斯酸处理由此获得的α-芳基氨基酮产生2,3-二取代的吲哚。
• SYNTHESIS OF α-AMINO KETONES FROM α,β-EPOXY SULFOXIDES
  作者：Tsuyoshi Satoh、Youhei Kaneko、Kiichi Sakata、Koji Yamakawa

  DOI：10.1246/cl.1985.585

  日期：1985.5.5

  Various kinds of α-amino ketones and α-arylamino ketones are synthesized in good yields by aminolysis of α,β-epoxy sulfoxides which are easily prepared from alkylated chloromethyl phenyl sulfoxide and carbonyl compounds.

  α,β-环氧亚砜很容易由烷基化氯甲基苯基亚砜和羰基化合物制得，通过氨解可以以良好的收率合成各种α-氨基酮和α-芳基氨基酮。
• SATOH, TSUYOSHI;KANEKO, YOUHEI;SAKATA, KIICHI;YAMAKAWA, KOJI, BULL. CHEM. SOC. JAP., 1986, 59, N 2, 457-463
  作者：SATOH, TSUYOSHI、KANEKO, YOUHEI、SAKATA, KIICHI、YAMAKAWA, KOJI

  DOI：——

  日期：——
• SATOH, TSUYOSHI;KANEKO, YOUHEI;SAKATA, KIICHI;YAMAKAWA, KOJI, CHEM. LETT., 1985, N 5, 585-588
  作者：SATOH, TSUYOSHI、KANEKO, YOUHEI、SAKATA, KIICHI、YAMAKAWA, KOJI

  DOI：——

  日期：——