5-(叔丁基)-4-(甲氧基甲基)呋喃-2-羧酸 | 701216-69-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃
• 中文名称: 5-(叔丁基)-4-(甲氧基甲基)呋喃-2-羧酸
• 英文名称: 5-tert-butyl-4-(methoxymethyl)furan-2-carboxylic acid
• CAS: 701216-69-5
• 化学式: C₁₁H₁₆O₄
• 分子量: 212.246
• InChiKey: WOUNPWAQTHNVSD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.42
• 重原子数：
  15.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  59.67
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  5-(叔丁基)-4-(甲氧基甲基)呋喃-2-羧酸 在 copper(II) oxide 作用下， 以 喹啉 为溶剂， 以5.2 g的产率得到2-tert-butyl-3-methoxymethylfuran
  参考文献：
  名称：

  Synthesis and Phosphorylation of 2-, 3-, and 4-Halomethyl-5-tert-butylfurans

  摘要：

  Synthetic methods for preparing of 2-, 3-, and 4-halomethyl-5-tert-butylfurans are developed. It was established that the bromination of 3- and 4-methyl-2-tert-butylfurans with N-bromosuccinimide proceeds mainly at the free alpha-position of the furan ring, and not at the methyl group. Therefore, the target halomethylfurans were prepared through the corresponding 3- and 4-methoxymethyl derivatives. The obtained five products were phosphorylated with sodium diethyl phosphite under the conditions of the Michaelis-Becker reaction to give the corresponding phosphonates.

  DOI：

  10.1023/b:rugc.0000031868.97123.e1
• 作为产物：
  描述：

  4-氯甲基-5-叔丁基呋喃-2-羧酸甲酯 在 氢氧化钾 作用下， 以 甲醇 、 乙醇 、 水 、 苯 为溶剂， 反应 12.0h， 生成 5-(叔丁基)-4-(甲氧基甲基)呋喃-2-羧酸
  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