ethyl 5-(1-acetoxyethyl)furan-2-carboxylate | 104217-12-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃
• 英文名称: ethyl 5-(1-acetoxyethyl)furan-2-carboxylate
• 英文别名: 5-(1-acetoxy-ethyl)-furan-2-carboxylic acid ethyl ester；5-(1-Acetoxy-aethyl)-furan-2-carbonsaeure-aethylester；Ethyl 5-(1-acetoxyethyl)furan-2-carboxylate；ethyl 5-(1-acetyloxyethyl)furan-2-carboxylate
• CAS: 104217-12-1
• 化学式: C₁₁H₁₄O₅
• 分子量: 226.229
• InChiKey: YNBIRUAYJFWDGG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  65.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl 5-(1-acetoxyethyl)furan-2-carboxylate 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 24.0h， 以90%的产率得到methyl 5-(1-hydroxyethyl)furan-2-carboxylate
  参考文献：
  名称：

  Synthesis of 5-acetyl derivatives of alkyl 2-furoates and 3-(2-furyl)acrylates

  摘要：

  Methyl 5-acetyl-2-furoate has been prepared via oxidation of 5-(1-hydroxyethyl)-2-furoate with the Jones reagent. In turn, the starting compound has been synthesized via sequential chloroethylation of ethyl 2-furoate, substitution of chlorine with acetoxy group, and methanolysis of the acetate in presence of sodium methylate. The vinylog 2-furoate has been obtained as the major product via acetylation of ethyl 3-(2-furyl)-acrylate with acetic anhydride in the presence of magnesium perchlorate.

  DOI：

  10.1134/s1070363215020127
• 作为产物：
  描述：

  2-呋喃甲基乙酯 在 盐酸 、 zinc(II) chloride 作用下， 以 氯仿 、 溶剂黄146 为溶剂， 反应 14.0h， 生成 ethyl 5-(1-acetoxyethyl)furan-2-carboxylate
  参考文献：
  名称：

  Synthesis of 5-acetyl derivatives of alkyl 2-furoates and 3-(2-furyl)acrylates

  摘要：

  Methyl 5-acetyl-2-furoate has been prepared via oxidation of 5-(1-hydroxyethyl)-2-furoate with the Jones reagent. In turn, the starting compound has been synthesized via sequential chloroethylation of ethyl 2-furoate, substitution of chlorine with acetoxy group, and methanolysis of the acetate in presence of sodium methylate. The vinylog 2-furoate has been obtained as the major product via acetylation of ethyl 3-(2-furyl)-acrylate with acetic anhydride in the presence of magnesium perchlorate.

  DOI：

  10.1134/s1070363215020127

文献信息

• Mndshojan; Arojan, Doklady Akademii Nauk Armyanskoi SSR, 1958, vol. 27, p. 101,106
  作者：Mndshojan、Arojan

  DOI：——

  日期：——
• Synthesis of 5-acetyl derivatives of alkyl 2-furoates and 3-(2-furyl)acrylates
  作者：K. V. Kuticheva、L. M. Pevzner、M. L. Petrov

  DOI：10.1134/s1070363215020127

  日期：2015.2

  Methyl 5-acetyl-2-furoate has been prepared via oxidation of 5-(1-hydroxyethyl)-2-furoate with the Jones reagent. In turn, the starting compound has been synthesized via sequential chloroethylation of ethyl 2-furoate, substitution of chlorine with acetoxy group, and methanolysis of the acetate in presence of sodium methylate. The vinylog 2-furoate has been obtained as the major product via acetylation of ethyl 3-(2-furyl)-acrylate with acetic anhydride in the presence of magnesium perchlorate.