[3-[Tri(propan-2-yl)silylmethyl]-1-benzofuran-2-yl]methanol | 136811-47-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: [3-[Tri(propan-2-yl)silylmethyl]-1-benzofuran-2-yl]methanol
• CAS: 136811-47-7
• 化学式: C₁₉H₃₀O₂Si
• 分子量: 318.531
• InChiKey: NVZSRNPFAAFIBJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.69
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  33.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  [3-[Tri(propan-2-yl)silylmethyl]-1-benzofuran-2-yl]methanol 在 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 2-<(Acetyloxy)methyl>-3-methylbenzofuran
  参考文献：
  名称：

  Ambient temperature method for the generation and Diels–Alder trapping of benzofuran-2,3-quinodimethane (2,3-dimethylidene-2,3-dihydrobenzofuran)

  摘要：

  The Ito-Saegusa method has been used to generate benzofuran-2,3-quinodimethane 10 from the corresponding silyl acetate 17b in solution at -4 degrees C. The intermediate reacts efficiently with a range of reactive Diels-Alder dienophiles with moderate to good levels of regioselection; the structure of the major diastereoisomer has been determined by X-ray analysis.

  DOI：

  10.1039/p19960002827
• 作为产物：
  描述：

  3-氧代-2-苯氧基丁酸乙酯 在 盐酸 、 氢氧化钾 、 lithium aluminium tetrahydride 、 硫酸 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 为溶剂， 反应 30.0h， 生成 [3-[Tri(propan-2-yl)silylmethyl]-1-benzofuran-2-yl]methanol
  参考文献：
  名称：

  Ambient temperature method for the generation and Diels–Alder trapping of benzofuran-2,3-quinodimethane (2,3-dimethylidene-2,3-dihydrobenzofuran)

  摘要：

  The Ito-Saegusa method has been used to generate benzofuran-2,3-quinodimethane 10 from the corresponding silyl acetate 17b in solution at -4 degrees C. The intermediate reacts efficiently with a range of reactive Diels-Alder dienophiles with moderate to good levels of regioselection; the structure of the major diastereoisomer has been determined by X-ray analysis.

  DOI：

  10.1039/p19960002827

文献信息

• Ambient temperature method for the generation and Diels–Alder trapping of benzofuran-2,3-quinodimethane (2,3-dimethylidene-2,3-dihydrobenzofuran)
  作者：Simon B. Bedford、Michael J. Begley、Philip Cornwall、Joel P. Foreman、David W. Knight

  DOI：10.1039/p19960002827

  日期：——

  The Ito-Saegusa method has been used to generate benzofuran-2,3-quinodimethane 10 from the corresponding silyl acetate 17b in solution at -4 degrees C. The intermediate reacts efficiently with a range of reactive Diels-Alder dienophiles with moderate to good levels of regioselection; the structure of the major diastereoisomer has been determined by X-ray analysis.