1-hydroxy-3-(2-methoxyphenyl)-8-methoxy-1-(2-methyl-1,3-dioxolan-2-yl)-1H-benz[e]indol-2(3H)-one | 1134953-39-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-hydroxy-3-(2-methoxyphenyl)-8-methoxy-1-(2-methyl-1,3-dioxolan-2-yl)-1H-benz[e]indol-2(3H)-one
• 英文别名: 1-Hydroxy-8-methoxy-3-(2-methoxyphenyl)-1-(2-methyl-1,3-dioxolan-2-yl)benzo[e]indol-2-one；1-hydroxy-8-methoxy-3-(2-methoxyphenyl)-1-(2-methyl-1,3-dioxolan-2-yl)benzo[e]indol-2-one
• CAS: 1134953-39-1
• 化学式: C₂₄H₂₃NO₆
• 分子量: 421.45
• InChiKey: WDBPWPADRAFPBU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  31
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  77.5
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-acetoxy-2-(2,7-dimethoxy-1-naphthyl)-N-(2'-methoxyphenyl)-3-oxobutanamide 、 乙二醇 在 盐酸 作用下， 以 水 为溶剂， 反应 3.5h， 以70%的产率得到1-hydroxy-3-(2-methoxyphenyl)-8-methoxy-1-(2-methyl-1,3-dioxolan-2-yl)-1H-benz[e]indol-2(3H)-one
  参考文献：
  名称：

  Synthesis of Unusual Naphtho[2,1-b]furans and Novel 1H-Benz[e]indolinones via Selective Intramolecular Cyclization

  摘要：

  The 2-(2-methoxy-1-naphthyl)-3-oxobutanamides were treated with concentrated hydrochloric acid in acetic acid at room temperature to exclusively give the unusual 5-chloronaphthol[2,1-b]furans in moderate to excellent yields. The same reaction was carried out in ethylene glycol at 80 degrees C to selectively produce the novel 1H-benz[e]indolinones in good yields. The characterization of the products and the reaction pathway of the selective intramolecular cyclization were discussed.

  DOI：

  10.3987/com-08-11515

文献信息

• Synthesis of Unusual Naphtho[2,1-b]furans and Novel 1H-Benz[e]indolinones via Selective Intramolecular Cyclization
  作者：Hiroshi Nishino、Zhi-qi Cong

  DOI：10.3987/com-08-11515

  日期：——

  The 2-(2-methoxy-1-naphthyl)-3-oxobutanamides were treated with concentrated hydrochloric acid in acetic acid at room temperature to exclusively give the unusual 5-chloronaphthol[2,1-b]furans in moderate to excellent yields. The same reaction was carried out in ethylene glycol at 80 degrees C to selectively produce the novel 1H-benz[e]indolinones in good yields. The characterization of the products and the reaction pathway of the selective intramolecular cyclization were discussed.