4-Hydroxy-1-(6-methoxy-3,4-dihydro-1-naphthyl)-1-butyne | 151171-91-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4-Hydroxy-1-(6-methoxy-3,4-dihydro-1-naphthyl)-1-butyne
• 英文别名: 4-(6-methoxy-3,4-dihydronaphthalen-1-yl)but-3-yn-1-ol
• CAS: 151171-91-4
• 化学式: C₁₅H₁₆O₂
• 分子量: 228.291
• InChiKey: KTNHFRPFEVTZQG-UHFFFAOYSA-N

物化性质

• 沸点：
  411.4±45.0 °C(predicted)
• 密度：
  1.15±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.41
• 重原子数：
  17.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  29.46
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  4-Hydroxy-1-(6-methoxy-3,4-dihydro-1-naphthyl)-1-butyne 在 palladium dichloride 盐酸 、 四丁基氯化铵 作用下， 以 二氯甲烷 为溶剂， 反应 10.0h， 以25%的产率得到4-Hydroxybutan-1-(6-methoxy-3,4-dihydro-1-naphthyl)-1-one
  参考文献：
  名称：

  The conversion of vinyl triflates into γ'-hydroxy-α,β-enones

  摘要：

  Vinyl triflates have been converted into gamma'-hydroxy-alpha,beta-enones through their palladium-catalysed coupling with 1-butyn-4-ols followed by the reaction of the obtained 1-hydroxy-3-yn-5-enes in an acidic CH2Cl2/3 N HCl two-phase system in the presence of the n-BuN4Cl/PdCl2 combination. Both the coupling step and the conversion of the carbon-carbon triple bond into the ketonic group have been performed at room temperature. The conversion of vinyl triflates into gamma'-hydroxy-alpha,beta-enones can be carried out through a one-flask process, without the isolation of 1-hydroxy-3-yn-5-enes.

  DOI：

  10.1016/s0040-4020(01)80412-9
• 作为产物：
  描述：

  6-甲氧基-1-萘满酮 在 copper(l) iodide 、 四(三苯基膦)钯 2,6-二叔丁基-4-甲基吡啶 、 二乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 11.0h， 生成 4-Hydroxy-1-(6-methoxy-3,4-dihydro-1-naphthyl)-1-butyne
  参考文献：
  名称：

  The conversion of vinyl triflates into γ'-hydroxy-α,β-enones

  摘要：

  Vinyl triflates have been converted into gamma'-hydroxy-alpha,beta-enones through their palladium-catalysed coupling with 1-butyn-4-ols followed by the reaction of the obtained 1-hydroxy-3-yn-5-enes in an acidic CH2Cl2/3 N HCl two-phase system in the presence of the n-BuN4Cl/PdCl2 combination. Both the coupling step and the conversion of the carbon-carbon triple bond into the ketonic group have been performed at room temperature. The conversion of vinyl triflates into gamma'-hydroxy-alpha,beta-enones can be carried out through a one-flask process, without the isolation of 1-hydroxy-3-yn-5-enes.

  DOI：

  10.1016/s0040-4020(01)80412-9