3-hydroxymethyl-5-tert-butylfuran-2-carboxylic acid | 701216-74-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃
• 英文名称: 3-hydroxymethyl-5-tert-butylfuran-2-carboxylic acid
• 英文别名: 3-Hydroxymethyl-5-t-butylfuran-2-carboxylic acid；5-tert-butyl-3-(hydroxymethyl)furan-2-carboxylic acid
• CAS: 701216-74-2
• 化学式: C₁₀H₁₄O₄
• 分子量: 198.219
• InChiKey: LFHBZBPWNPYUCD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  70.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-hydroxymethyl-5-tert-butylfuran-2-carboxylic acid 在 氯化亚砜 作用下， 以 苯 为溶剂， 反应 4.0h， 以3.8 g的产率得到3-chloromethyl-5-tert-butylfuran-2-carboxylic acid chloride
  参考文献：
  名称：

  3- and 4-Dialkoxyphosphorylmethyl Derivatives of 5-tert-Butylfuran with Electron-Withdrawing Substituents in Position 2

  摘要：

  A procedure for preparing 3- and 4-halomethyl derivatives of 5-tert-butylfuran containing electron-withdrawing substituents in position 2 was developed, and phosphorylation of the resulting products under the conditions of the Arbuzov and Michaelis-Becker reactions was studied. 3-Bromomethyl derivatives are phosphorylated with trimethyl phosphite considerably faster than their 4-chloromethyl analogs. At the same time, 3- and 4- chloromethyl derivatives of N,N-diethyl-5-tert-butylfuran-2-carboxamide under the conditions of the Michaelis-Becker reaction only slightly differ in chemical properties.

  DOI：

  10.1023/b:rugc.0000018647.14195.32
• 作为产物：
  描述：

  methyl 3-(acetoxymethyl)-5-tert-butylfuran-2-carboxylate 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 4.0h， 以4.9 g的产率得到3-hydroxymethyl-5-tert-butylfuran-2-carboxylic acid
  参考文献：
  名称：

  3- and 4-Dialkoxyphosphorylmethyl Derivatives of 5-tert-Butylfuran with Electron-Withdrawing Substituents in Position 2

  摘要：

  A procedure for preparing 3- and 4-halomethyl derivatives of 5-tert-butylfuran containing electron-withdrawing substituents in position 2 was developed, and phosphorylation of the resulting products under the conditions of the Arbuzov and Michaelis-Becker reactions was studied. 3-Bromomethyl derivatives are phosphorylated with trimethyl phosphite considerably faster than their 4-chloromethyl analogs. At the same time, 3- and 4- chloromethyl derivatives of N,N-diethyl-5-tert-butylfuran-2-carboxamide under the conditions of the Michaelis-Becker reaction only slightly differ in chemical properties.

  DOI：

  10.1023/b:rugc.0000018647.14195.32