1,3-dihydro-3,3-dimethyl-6-dimethylamino-α-ethyl-5-isobenzofuranmethanol | 156055-00-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异香豆素
• 英文名称: 1,3-dihydro-3,3-dimethyl-6-dimethylamino-α-ethyl-5-isobenzofuranmethanol
• CAS: 156055-00-4
• 化学式: C₁₅H₂₃NO₂
• 分子量: 249.353
• InChiKey: AHDMMHZHUZPUOB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.96
• 重原子数：
  18.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  32.7
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1,3-dihydro-3,3-dimethyl-6-dimethylamino-α-ethyl-5-isobenzofuranmethanol 在 pyridinium chlorochromate 作用下， 以 二氯甲烷 为溶剂， 反应 2.5h， 以3%的产率得到1-(1,3-dihydro-1,1-dimethyl-5-methylamino-6-isobenzofuranyl)propan-1-one
  参考文献：
  名称：

  Synthesis of Isobenzofuran Derivatives as heterocyclic analogues of the herbicidesindone B

  摘要：

  The target compounds 21-27 were synthesized via bromination of the N,N,1,1-tetramethylisobenzofuranamines 13, 15 and 16, subsequent bromine-lithium exchange and reaction with propanal or propanoyl chloride, respectively. In the course of some model reactions undertaken to test a synthetic strategy based on directed ortho-lithiation governed by the dimethylamino-group a useful synthesis of the ketone 3 was developed.

  DOI：

  10.1002/prac.19943360411
• 作为产物：
  描述：

  1,3-Dihydro-N,N,1,1-tetramethyl-5-isobenzofuranamin 在 正丁基锂 、 溴 作用下， 以 甲醇 为溶剂， 反应 3.17h， 生成 1,3-dihydro-3,3-dimethyl-6-dimethylamino-α-ethyl-5-isobenzofuranmethanol
  参考文献：
  名称：

  Synthesis of Isobenzofuran Derivatives as heterocyclic analogues of the herbicidesindone B

  摘要：

  The target compounds 21-27 were synthesized via bromination of the N,N,1,1-tetramethylisobenzofuranamines 13, 15 and 16, subsequent bromine-lithium exchange and reaction with propanal or propanoyl chloride, respectively. In the course of some model reactions undertaken to test a synthetic strategy based on directed ortho-lithiation governed by the dimethylamino-group a useful synthesis of the ketone 3 was developed.

  DOI：

  10.1002/prac.19943360411