4-methoxyiminopentan-2-one

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4-methoxyiminopentan-2-one
• 英文别名: 4-Methoxyiminopentan-2-one
• 化学式: C₆H₁₁NO₂
• 分子量: 129.159
• InChiKey: AZEVPKFPPISDRG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 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：

  4-溴-2-丁烯酸甲酯 、 4-methoxyiminopentan-2-one 在 sodium alkoxide 作用下， 反应 1.5h， 以55%的产率得到
  参考文献：
  名称：

  Synthesis of polysubstituted dihydropyrroles and pyrroles from β-carbonyl O-methyloximes

  摘要：

  Polysubstituted 4,5-dihydropyrroles and pyrroles were synthesized from beta-carbonyl O-methyloximes via alkylation and intramolecular Michael addition with unsaturated 4-bromobutyrates by treatment with sodium hydride or a sodium alkoxide. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.03.115
• 作为产物：
  描述：

  N,O-bis(trimethylsilyl)-N-methoxycarbamate 、 乙酰丙酮 在 三氟乙酸 作用下， 反应 16.0h， 生成 4-methoxyiminopentan-2-one 、 N(2),N(4)-dimethoxypentane-2,4-diimine
  参考文献：
  名称：

  Alkyloximes and Imines via Silyl Carbamates

  摘要：

  [image omitted] The reactions between different N,O-bis-trimethylsilyl-carbamates and oxo compounds were studied. The N,O-bis-trimethylsilyl-N-methoxy-carbamate converts ketones to the corresponding O-methyl oximes. The product is usually a mixture of syn and anti isomers. If the carbonyl compound bears a hydroxyl group, the oxime formation and the O-silylation take place simultaneously. In the case of -haloketones, the undesired substitution of halogen was not observed. The reactions between N,O-bis-trimethylsilyl-N-methyl-carbamate and oxo compounds resulted in the corresponding imines, although the yield are moderate in some cases. Analoguos reaction of ferrocenylated oxo derivatives gave similar results.

  DOI：

  10.1080/00397911003707121