4-hydroxymethyl-4-imidazol-1-ylmethyl-7-methyl-3,4-dihydro-2H-benzo[b]oxepin-5-one | 1093231-82-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噁庚英
• 英文名称: 4-hydroxymethyl-4-imidazol-1-ylmethyl-7-methyl-3,4-dihydro-2H-benzo[b]oxepin-5-one
• CAS: 1093231-82-3
• 化学式: C₁₆H₁₈N₂O₃
• 分子量: 286.331
• InChiKey: MAKGPOBYIFSYIP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.84
• 重原子数：
  21.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  64.35
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  4-hydroxymethyl-4-imidazol-1-ylmethyl-7-methyl-3,4-dihydro-2H-benzo[b]oxepin-5-one 在 potassium carbonate 作用下， 以 乙醇 为溶剂， 以100%的产率得到4-imidazol-1-ylmethyl-7-methyl-3,4-dihydro-2H-benzo[b]oxepin-5-one
  参考文献：
  名称：

  Proline-catalyzed facile access to Mannich adducts using unsubstituted azoles

  摘要：

  A novel and facile method for the direct construction of C-C-N bond with unsubstituted azoles under Mannich conditions is developed for the first time. The reaction is catalyzed efficiently by.-proline to give the Mannich adducts 1a-10b in DMSO, whereas in water, insertion of two successive bonds, C-C-N and C-C-O occurred to give compounds 11a-20b. The latter are deformylated readily into the desired products 1a-10b Under basic conditions. Mechanistic aspects for the formation of these products are discussed. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.09.155
• 作为产物：
  描述：

  咪唑 、 聚合甲醛 、 7-甲基-3,4-二氢-2H-苯并[b]氧杂环庚三烯-5-酮 在 L-脯氨酸 作用下， 以 水 为溶剂， 反应 5.0h， 以92%的产率得到4-hydroxymethyl-4-imidazol-1-ylmethyl-7-methyl-3,4-dihydro-2H-benzo[b]oxepin-5-one
  参考文献：
  名称：

  Proline-catalyzed facile access to Mannich adducts using unsubstituted azoles

  摘要：

  A novel and facile method for the direct construction of C-C-N bond with unsubstituted azoles under Mannich conditions is developed for the first time. The reaction is catalyzed efficiently by.-proline to give the Mannich adducts 1a-10b in DMSO, whereas in water, insertion of two successive bonds, C-C-N and C-C-O occurred to give compounds 11a-20b. The latter are deformylated readily into the desired products 1a-10b Under basic conditions. Mechanistic aspects for the formation of these products are discussed. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.09.155