5-methyl-2-oxo-3-propyltetrahydrofuran-3-carbonyl chloride | 1129542-48-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: 5-methyl-2-oxo-3-propyltetrahydrofuran-3-carbonyl chloride
• CAS: 1129542-48-8
• 化学式: C₉H₁₃ClO₃
• 分子量: 204.653
• InChiKey: JPJDOLSTKIYTLM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.87
• 重原子数：
  13.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  43.37
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  5-methyl-2-oxo-3-propyltetrahydrofuran-3-carbonyl chloride 、 4-硝基苯胺 以 丙酮 为溶剂， 以67%的产率得到5-methyl-N-(p-nitrophenyl)-2-oxo-3-propyltetrahydrofuran-3-carboxamide
  参考文献：
  名称：

  New syntheses on the basis of ethyl 2-oxotetrahydrofuran-3-carboxylates

  摘要：

  Alkylation of 5-substituted ethyl 5-methyl-2-oxotetrahydrofuran-3-carboxylates with alkyl halides in the presence of sodium ethoxide gave the corresponding 3-alkyl derivatives which were converted into 3,5-substituted 5-methyl-N-(4-nitrophenyl)-2-oxotetrahydrofuran-3-carboxamides and 5-methyltetrahydrofuran-2-ones. Reactions of the latter with hydrazine hydrate led to the formation of 4-hydroxypentanoic acid hydrazides which were treated with isothiocyanates to obtain the corresponding thiosemicarbazides whose intramolecular cyclization in the presence of aqueous alkali gave previously unknown 1,2,4-triazole-3-thiol derivatives.

  DOI：

  10.1134/s1070428008060122
• 作为产物：
  描述：

  5-methyl-2-oxo-3-propyl-tetrahydro-furan-3-carboxylic acid 在 氯化亚砜 作用下， 以 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 5.0h， 以12.4 g的产率得到5-methyl-2-oxo-3-propyltetrahydrofuran-3-carbonyl chloride
  参考文献：
  名称：

  New syntheses on the basis of ethyl 2-oxotetrahydrofuran-3-carboxylates

  摘要：

  Alkylation of 5-substituted ethyl 5-methyl-2-oxotetrahydrofuran-3-carboxylates with alkyl halides in the presence of sodium ethoxide gave the corresponding 3-alkyl derivatives which were converted into 3,5-substituted 5-methyl-N-(4-nitrophenyl)-2-oxotetrahydrofuran-3-carboxamides and 5-methyltetrahydrofuran-2-ones. Reactions of the latter with hydrazine hydrate led to the formation of 4-hydroxypentanoic acid hydrazides which were treated with isothiocyanates to obtain the corresponding thiosemicarbazides whose intramolecular cyclization in the presence of aqueous alkali gave previously unknown 1,2,4-triazole-3-thiol derivatives.

  DOI：

  10.1134/s1070428008060122