1-(4-Bromo-5-ethoxyfuran-2-yl)-2-phenylmethoxyethanol | 1134802-64-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(4-Bromo-5-ethoxyfuran-2-yl)-2-phenylmethoxyethanol
• CAS: 1134802-64-4
• 化学式: C₁₅H₁₇BrO₄
• 分子量: 341.202
• InChiKey: WZBLOFYHGZCOPP-UHFFFAOYSA-N

物化性质

• 沸点：
  406.9±45.0 °C(predicted)
• 密度：
  1.400±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  51.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(4-Bromo-5-ethoxyfuran-2-yl)-2-phenylmethoxyethanol 、 三乙基硅基三氟甲磺酸酯 在 2,6-二甲基吡啶 作用下， 以 二氯甲烷 为溶剂， 以92%的产率得到[1-(4-Bromo-5-ethoxyfuran-2-yl)-2-phenylmethoxyethoxy]-triethylsilane
  参考文献：
  名称：

  An Efficient Synthetic Method for 3-Bromofuran Derivatives via Stereoselective Cyclization of γ,δ-Epoxy-(E)-α-bromoacrylates

  摘要：

  A novel and efficient synthetic method for 3-bromofuran derivatives via stereoselective cyclization of gamma,delta-epoxy-(E)-alpha-bromoacrylates is described. The reaction of a gamma,delta-epoxy-(E)-alpha-bromoacrylate with MeAl3-H2O gave rise to a 3-bromo-2-methylfuran derivative, i.e., methylated bromofuran at the 2-position, while the reaction with Me3Al-(CF3)(2)CHOH reagent produced a 2-alkoxy-3-bromofuran derivative in high yield. The 3-bromofuran obtained was transformed into various functionalized furan derivatives.

  DOI：

  10.3987/com-08-s(f)25
• 作为产物：
  描述：

  在 六氟异丙醇 、 三甲基铝 作用下， 以 正己烷 、 二氯甲烷 为溶剂， 反应 0.25h， 以92%的产率得到1-(4-Bromo-5-ethoxyfuran-2-yl)-2-phenylmethoxyethanol
  参考文献：
  名称：

  An Efficient Synthetic Method for 3-Bromofuran Derivatives via Stereoselective Cyclization of γ,δ-Epoxy-(E)-α-bromoacrylates

  摘要：

  A novel and efficient synthetic method for 3-bromofuran derivatives via stereoselective cyclization of gamma,delta-epoxy-(E)-alpha-bromoacrylates is described. The reaction of a gamma,delta-epoxy-(E)-alpha-bromoacrylate with MeAl3-H2O gave rise to a 3-bromo-2-methylfuran derivative, i.e., methylated bromofuran at the 2-position, while the reaction with Me3Al-(CF3)(2)CHOH reagent produced a 2-alkoxy-3-bromofuran derivative in high yield. The 3-bromofuran obtained was transformed into various functionalized furan derivatives.

  DOI：

  10.3987/com-08-s(f)25

文献信息

• An Efficient Synthetic Method for 3-Bromofuran Derivatives via Stereoselective Cyclization of γ,δ-Epoxy-(E)-α-bromoacrylates
  作者：Masaaki Miyashita、Fumihiko Yoshimura、Masaki Takahashi、Keiji Tanino

  DOI：10.3987/com-08-s(f)25

  日期：——

  A novel and efficient synthetic method for 3-bromofuran derivatives via stereoselective cyclization of gamma,delta-epoxy-(E)-alpha-bromoacrylates is described. The reaction of a gamma,delta-epoxy-(E)-alpha-bromoacrylate with MeAl3-H2O gave rise to a 3-bromo-2-methylfuran derivative, i.e., methylated bromofuran at the 2-position, while the reaction with Me3Al-(CF3)(2)CHOH reagent produced a 2-alkoxy-3-bromofuran derivative in high yield. The 3-bromofuran obtained was transformed into various functionalized furan derivatives.