4-benzyl-2-chlorooxazole | 706789-13-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-benzyl-2-chlorooxazole
• 英文别名: 2-Chloro-4-(phenylmethyl)oxazole；4-benzyl-2-chloro-1,3-oxazole
• CAS: 706789-13-1
• 化学式: C₁₀H₈ClNO
• 分子量: 193.633
• InChiKey: YHECUMUNQRFCPF-UHFFFAOYSA-N

物化性质

• 沸点：
  301.3±40.0 °C(Predicted)
• 密度：
  1.234±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  26
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  三丁基苯基锡 、 4-benzyl-2-chlorooxazole 在 bis-triphenylphosphine-palladium(II) chloride 、 sodium carbonate 、 N,N-二甲基甲酰胺 作用下， 反应 48.0h， 以96%的产率得到4-Benzyl-2-phenyl-oxazole
  参考文献：
  名称：

  4-Bromomethyl-2-chlorooxazole––a versatile oxazole cross-coupling unit for the synthesis of 2,4-disubstituted oxazoles

  摘要：

  The synthesis of the novel oxazole building block, 4-bromomethyl-2-chlorooxazole, and its palladium-catalysed cross-coupling reactions to make a range of 2,4-disubstituted oxazoles, is described. Selectivity for the 4-bromomethyl position is observed, with Stifle coupling effected in good to excellent yields, or Suzuki coupling in moderate yields, to provide a range of 4-substituted-2-chlorooxazoles. Subsequent coupling at the 2-chloro-position can be achieved through either Stille Or Suzuki reactions in excellent yields. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.03.083
• 作为产物：
  描述：

  三丁基苯基锡 、 2-氯-4溴甲基噁唑 在 N-甲基吡咯烷酮 、 tris(dibenzylideneacetone)dipalladium (0) 、 三(2-呋喃基)膦 作用下， 反应 3.0h， 以58%的产率得到4-benzyl-2-chlorooxazole
  参考文献：
  名称：

  4-Bromomethyl-2-chlorooxazole––a versatile oxazole cross-coupling unit for the synthesis of 2,4-disubstituted oxazoles

  摘要：

  The synthesis of the novel oxazole building block, 4-bromomethyl-2-chlorooxazole, and its palladium-catalysed cross-coupling reactions to make a range of 2,4-disubstituted oxazoles, is described. Selectivity for the 4-bromomethyl position is observed, with Stifle coupling effected in good to excellent yields, or Suzuki coupling in moderate yields, to provide a range of 4-substituted-2-chlorooxazoles. Subsequent coupling at the 2-chloro-position can be achieved through either Stille Or Suzuki reactions in excellent yields. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.03.083