3,4,6,7,8,8a-hexahydro-2H-chromen-2-one | 920760-27-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 3,4,6,7,8,8a-hexahydro-2H-chromen-2-one
• 英文别名: 3,4,6,7,8,8a-Hexahydro-2H-1-benzopyran-2-one；3,4,6,7,8,8a-hexahydrochromen-2-one
• CAS: 920760-27-6
• 化学式: C₉H₁₂O₂
• 分子量: 152.193
• InChiKey: RBYQWPWWPMTHAS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-(6-氧代环己烯-1-基)丙酸 在 sodium tetrahydroborate 、 cerium(III) chloride 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以44%的产率得到3,4,6,7,8,8a-hexahydro-2H-chromen-2-one
  参考文献：
  名称：

  A Facile Approach to the Synthesis of Allylic Spiro Ethers and Lactones

  摘要：

  3-[(alkoxycarbonyl)alkyl]-substituted conjugated cycloalkenones with diisobutylaluminum hydride at -78 °C and followed by acid quenching furnishes spiro ethers, 而相应的 3-(carboxyalkyl)-substituted cycloalkenones generated spiro lactones upon reaction with sodium borohydride at 30 °C and followed by acid quenching.

  DOI：

  10.1055/s-2006-950294

文献信息

• A Facile Approach to the Synthesis of Allylic Spiro Ethers and Lactones
  作者：Ming-Chang Yeh、Yi-Chin Lee、Tsao-Ching Young

  DOI：10.1055/s-2006-950294

  日期：2006.11

  Treatment of 3-[(alkoxycarbonyl)alkyl]-substituted conjugated cycloalkenones with diisobutylaluminum hydride at -78 °C followed by acid quenching furnishes spiro ethers, whereas the corresponding 3-(carboxyalkyl)-substituted cycloalkenones generate spiro lactones upon reaction with sodium borohydride at 30 °C followed by acid quenching.

  3-[(alkoxycarbonyl)alkyl]-substituted conjugated cycloalkenones with diisobutylaluminum hydride at -78 °C and followed by acid quenching furnishes spiro ethers, 而相应的 3-(carboxyalkyl)-substituted cycloalkenones generated spiro lactones upon reaction with sodium borohydride at 30 °C and followed by acid quenching.