5-methyl-3-propionylbenzo[d]oxazol-2(3H)-one | 951448-43-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶唑类
• 英文名称: 5-methyl-3-propionylbenzo[d]oxazol-2(3H)-one
• 英文别名: 5-Methyl-3-propanoyl-1,3-benzoxazol-2-one
• CAS: 951448-43-4
• 化学式: C₁₁H₁₁NO₃
• 分子量: 205.213
• InChiKey: LABXJHAXCNHBSK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  5-甲基-1,3-苯并噁唑-2(3H)-酮 、 丙酸酐 反应 2.0h， 以71%的产率得到5-methyl-3-propionylbenzo[d]oxazol-2(3H)-one
  参考文献：
  名称：

  Electrogenerated N-heterocyclic carbenes: N-functionalization of benzoxazolones

  摘要：

  A simple electrochemical procedure for the N-acylation and N-alkylation of benzoxazol-2(3H)-ones has been set up via electrolysis of an ionic liquid containing a benzoxazolone followed by addition of saturated or unsaturated anhydrides or alkyl halides. The electrochemically induced N-functionalization of benzoxazol-2(3H)-ones works very well in all tested ionic liquids, avoiding the use of volatile organic solvents. The N-acyl and N-alkyl derivatives of benzoxazol-2(3H)-ones were isolated in good to excellent yields; moreover, the ionic liquid has been reused fivefold maintaining the high yield of the products. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.02.057

文献信息

• Electrogenerated N-heterocyclic carbenes: N-functionalization of benzoxazolones
  作者：I. Chiarotto、M. Feroci、M. Orsini、G. Sotgiu、A. Inesi

  DOI：10.1016/j.tet.2009.02.057

  日期：2009.5

  A simple electrochemical procedure for the N-acylation and N-alkylation of benzoxazol-2(3H)-ones has been set up via electrolysis of an ionic liquid containing a benzoxazolone followed by addition of saturated or unsaturated anhydrides or alkyl halides. The electrochemically induced N-functionalization of benzoxazol-2(3H)-ones works very well in all tested ionic liquids, avoiding the use of volatile organic solvents. The N-acyl and N-alkyl derivatives of benzoxazol-2(3H)-ones were isolated in good to excellent yields; moreover, the ionic liquid has been reused fivefold maintaining the high yield of the products. (C) 2009 Elsevier Ltd. All rights reserved.