(1-Oxo-2-propyl-indan-2-yl)-acetic acid methyl ester | 651715-68-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: (1-Oxo-2-propyl-indan-2-yl)-acetic acid methyl ester
• 英文别名: Methyl (1-oxo-2-propyl-2,3-dihydro-1H-inden-2-yl)acetate；methyl 2-(3-oxo-2-propyl-1H-inden-2-yl)acetate
• CAS: 651715-68-3
• 化学式: C₁₅H₁₈O₃
• 分子量: 246.306
• InChiKey: JVGSDJMLZDSCBV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (1-Oxo-2-propyl-indan-2-yl)-acetic acid methyl ester 在 samarium diiodide 、 ammonium cerium(IV) nitrate 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 生成 6-Hydroxy-8-propyl-benzocyclohepten-5-one
  参考文献：
  名称：

  Novel transformation of 2-substituted alkyl 1-indanone-2-acetates to 6-substituted 3,4-benzotropolones through sequential reduction and oxidation processes using Sm(II) and Ce(IV) salts

  摘要：

  When 2-substituted alkyl 1-indanone-2-acetates 1 were treated with samarium diiodide, 3-substituted 2-hydroxy-2,3-methano-1-oxo-1,2,3,4-tetrahydronaphthalenes 4 were obtained. The reaction is proposed to proceed through a rearrangement initiated by intramolecular ketone-ester coupling. Oxidation of these products 4 or their silyl ethers 13 by ceric(IV) ammonium nitrate involving regioselective bond cleavage of their bicyclo[4.1.0]-rings produced the corresponding benzotropolone derivatives 10. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.10.083

文献信息

• Novel transformation of 2-substituted alkyl 1-indanone-2-acetates to 6-substituted 3,4-benzotropolones through sequential reduction and oxidation processes using Sm(II) and Ce(IV) salts
  作者：Kazuki Iwaya、Mutsuko Tamura、Momoe Nakamura、Eietsu Hasegawa

  DOI：10.1016/j.tetlet.2003.10.083

  日期：2003.12

  When 2-substituted alkyl 1-indanone-2-acetates 1 were treated with samarium diiodide, 3-substituted 2-hydroxy-2,3-methano-1-oxo-1,2,3,4-tetrahydronaphthalenes 4 were obtained. The reaction is proposed to proceed through a rearrangement initiated by intramolecular ketone-ester coupling. Oxidation of these products 4 or their silyl ethers 13 by ceric(IV) ammonium nitrate involving regioselective bond cleavage of their bicyclo[4.1.0]-rings produced the corresponding benzotropolone derivatives 10. (C) 2003 Elsevier Ltd. All rights reserved.