3-hydroxy-2,6-dimethyl-1-indanone | 1261059-98-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 3-hydroxy-2,6-dimethyl-1-indanone
• 英文别名: 3-Hydroxy-2,6-dimethyl-2,3-dihydroinden-1-one；3-hydroxy-2,6-dimethyl-2,3-dihydroinden-1-one
• CAS: 1261059-98-6
• 化学式: C₁₁H₁₂O₂
• 分子量: 176.215
• InChiKey: BYQYZTCNQVADSP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  乙基丙烯醚 、 2-溴-4-甲基苯甲醛 在 1,3-双(二苯基膦)丙烷 、 palladium diacetate 、 乙二醇 、 三乙胺 、 盐酸 、 水 作用下， 以 乙酸乙酯 为溶剂， 反应 21.0h， 以55%的产率得到3-hydroxy-2,6-dimethyl-1-indanone
  参考文献：
  名称：

  Direct Synthesis of 1-Indanones via Pd-Catalyzed Olefination and Ethylene Glycol-Promoted Aldol-Type Annulation Cascade

  摘要：

  A wide range of multisubstituted 1-indanones of potential pharmaceutical use were synthesized in a one-pot fashion in moderate to excellent yields via palladium catalysis in ethylene glycol. The Heck reaction first installs an enol functionality on the aromatic ring; this is followed by an ethylene glycol promoted aldol-type annulation with a neighboring carbonyl group, resulting in the formation of various 1-indanones.

  DOI：

  10.1021/ol102756m

文献信息

• Direct Synthesis of 1-Indanones via Pd-Catalyzed Olefination and Ethylene Glycol-Promoted Aldol-Type Annulation Cascade
  作者：Jiwu Ruan、Jonathan A. Iggo、Jianliang Xiao

  DOI：10.1021/ol102756m

  日期：2011.1.21

  A wide range of multisubstituted 1-indanones of potential pharmaceutical use were synthesized in a one-pot fashion in moderate to excellent yields via palladium catalysis in ethylene glycol. The Heck reaction first installs an enol functionality on the aromatic ring; this is followed by an ethylene glycol promoted aldol-type annulation with a neighboring carbonyl group, resulting in the formation of various 1-indanones.