cyclopropanecarboxylic acid (2-hydroxy-5-methoxyphenyl)amide | 883244-97-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: cyclopropanecarboxylic acid (2-hydroxy-5-methoxyphenyl)amide
• 英文别名: N-(2-hydroxy-5-methoxyphenyl)cyclopropanecarboxamide
• CAS: 883244-97-1
• 化学式: C₁₁H₁₃NO₃
• 分子量: 207.229
• InChiKey: FSMRBTZSWWKWDT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  58.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  cyclopropanecarboxylic acid (2-hydroxy-5-methoxyphenyl)amide 在 四溴化碳 、 三苯基膦 作用下， 以 乙腈 为溶剂， 反应 10.0h， 以50%的产率得到1-(2-hydroxy-5-methoxyphenyl)pyrrolidin-2-one
  参考文献：
  名称：

  Selective syntheses of benzoxazoles and N-(2-hydroxyaryl)pyrrolidin-2-ones from the corresponding cyclopropyl amides with PPh3/CX4

  摘要：

  Benzoxazoles 2 can be smoothly synthesized by treatment of starting materials of N-(2-hydroxyaryl) cyclopropyl amides 1 with PPh3/CCl4 in acetonitrile in good yields. When PPh3/CBr4/MS 4 was used in the reaction system, the corresponding ring-expanding products 3 were obtained in moderate to good yields in acetonitrile at 80 degrees C. Using DCE as a solvent in this reaction, the corresponding 2-(3-chloropropyl)benzoxazoles 5 were obtained as major products. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.11.077
• 作为产物：
  描述：

  环丙基甲酰氯 、 2-氨基-4-甲氧基苯酚 在 吡啶 作用下， 以 乙酸乙酯 为溶剂， 反应 2.0h， 以87%的产率得到cyclopropanecarboxylic acid (2-hydroxy-5-methoxyphenyl)amide
  参考文献：
  名称：

  Selective syntheses of benzoxazoles and N-(2-hydroxyaryl)pyrrolidin-2-ones from the corresponding cyclopropyl amides with PPh3/CX4

  摘要：

  Benzoxazoles 2 can be smoothly synthesized by treatment of starting materials of N-(2-hydroxyaryl) cyclopropyl amides 1 with PPh3/CCl4 in acetonitrile in good yields. When PPh3/CBr4/MS 4 was used in the reaction system, the corresponding ring-expanding products 3 were obtained in moderate to good yields in acetonitrile at 80 degrees C. Using DCE as a solvent in this reaction, the corresponding 2-(3-chloropropyl)benzoxazoles 5 were obtained as major products. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.11.077

文献信息

• Selective syntheses of benzoxazoles and N-(2-hydroxyaryl)pyrrolidin-2-ones from the corresponding cyclopropyl amides with PPh3/CX4
  作者：Yong-Hua Yang、Min Shi

  DOI：10.1016/j.tet.2005.11.077

  日期：2006.3

  Benzoxazoles 2 can be smoothly synthesized by treatment of starting materials of N-(2-hydroxyaryl) cyclopropyl amides 1 with PPh3/CCl4 in acetonitrile in good yields. When PPh3/CBr4/MS 4 was used in the reaction system, the corresponding ring-expanding products 3 were obtained in moderate to good yields in acetonitrile at 80 degrees C. Using DCE as a solvent in this reaction, the corresponding 2-(3-chloropropyl)benzoxazoles 5 were obtained as major products. (c) 2005 Elsevier Ltd. All rights reserved.