3-hydroxy-3-isopropyl-2-methyl-2,3-dihydroisoindol-1-one | 32360-86-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 3-hydroxy-3-isopropyl-2-methyl-2,3-dihydroisoindol-1-one
• 英文别名: 3-hydroxy-3-isopropyl-2-methyl-2,3-dihydro-isoindol-1-one；3-Hydroxy-3-isopropyl-2-methylphthalimidin；3-Hydroxy-2-methyl-3-propan-2-ylisoindol-1-one
• CAS: 32360-86-4
• 化学式: C₁₂H₁₅NO₂
• 分子量: 205.257
• InChiKey: RVCJCWWNPSRFPY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-(2-羟基丙基)异吲哚-1,3-二酮 以 水 、 丙酮 为溶剂， 反应 58.0h， 生成 3-hydroxy-3-isopropyl-2-methyl-2,3-dihydroisoindol-1-one
  参考文献：
  名称：

  The Photodecarboxylative Addition of Carboxylates to Phthalimides: Scope and Limitations

  摘要：

  Intermolecular photoinduced decarboxylative additions of a series of alkylcarboxylates to N-substituted phthalimides gave the corresponding hydroxy-plithalimidines in moderate to high yields of 39-89%. The potassium salt of 1-adamantanecarboxylic acid predominately underwent simple decarboxylation when irradiated in the presence of N-methylphthalimide. In case of phthalimides carrying suitable leaving groups within the N-side chain, decarboxylation, retro-Aldol cleavage or decarbonylation preceded the intermolecular addition step.

  DOI：

  10.3987/com-02-s77

文献信息

• Griesbeck, Axel G.; Oelgemöller, Michael, Synlett, 1999, # 4, p. 492 - 494
  作者：Griesbeck, Axel G.、Oelgemöller, Michael

  DOI：——

  日期：——
• Griesbeck; Oelgemoller; Lex, Synlett, 2000, # 10, p. 1455 - 1457
  作者：Griesbeck、Oelgemoller、Lex

  DOI：——

  日期：——
• The Photodecarboxylative Addition of Carboxylates to Phthalimides: Scope and Limitations
  作者：Michael Oelgemöller、Peter Cygon、Johann Lex、Axel G. Griesbeck

  DOI：10.3987/com-02-s77

  日期：——

  Intermolecular photoinduced decarboxylative additions of a series of alkylcarboxylates to N-substituted phthalimides gave the corresponding hydroxy-plithalimidines in moderate to high yields of 39-89%. The potassium salt of 1-adamantanecarboxylic acid predominately underwent simple decarboxylation when irradiated in the presence of N-methylphthalimide. In case of phthalimides carrying suitable leaving groups within the N-side chain, decarboxylation, retro-Aldol cleavage or decarbonylation preceded the intermolecular addition step.