4-bromo-1-phenylbutyl-1-acetate | 361979-96-6

• 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: 4-bromo-1-phenylbutyl-1-acetate
• 英文别名: 1-acetoxy-4-bromo-1-phenylbutane；(4-Bromo-1-phenylbutyl) acetate
• CAS: 361979-96-6
• 化学式: C₁₂H₁₅BrO₂
• 分子量: 271.154
• InChiKey: JJWMOXGTYOAQLH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  氰化钠 、 4-bromo-1-phenylbutyl-1-acetate 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.5h， 以87%的产率得到5-acetoxy-5-phenylpentanenitrile
  参考文献：
  名称：

  B(C₆F₅)₃-Catalyzed Allylation of Secondary Benzyl Acetates with Allylsilanes

  摘要：

  [GRAPHICS]A highly effective protocol for allylation of secondary benzylic alcohol derivatives with allylsilanes in the presence of catalytic amounts of B(C6F5)(3) has been developed. Some additional functionalities, such as bromo, acetoxy, and primary benzyloxy groups, were tolerated under these conditions.

  DOI：

  10.1021/ol016300i
• 作为产物：
  描述：

  4-hydroxy-1-phenylbutyl-1-acetate 在 四溴化碳 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 以75%的产率得到4-bromo-1-phenylbutyl-1-acetate
  参考文献：
  名称：

  B(C₆F₅)₃-Catalyzed Allylation of Secondary Benzyl Acetates with Allylsilanes

  摘要：

  [GRAPHICS]A highly effective protocol for allylation of secondary benzylic alcohol derivatives with allylsilanes in the presence of catalytic amounts of B(C6F5)(3) has been developed. Some additional functionalities, such as bromo, acetoxy, and primary benzyloxy groups, were tolerated under these conditions.

  DOI：

  10.1021/ol016300i

文献信息

• Benzylic-acetoxylation of alkylbenzenes with PhI(OAc)2 in the presence of catalytic amounts of TsNH2 and I2
  作者：Haruka Baba、Katsuhiko Moriyama、Hideo Togo

  DOI：10.1016/j.tetlet.2011.06.036

  日期：2011.8

  Treatment of alkylbenzenes with (diacetoxyiodo)benzene in the presence of catalytic amounts of p-toluenesulfonamide or p-nitrobenzenesulfonamide, and molecular iodine in 1,2-dichloroethane at 60 °C gave the corresponding (α-acetoxy)alkylbenzenes in good to moderate yields. The present reaction is a simple method for the introduction of an acetoxy group to the benzylic position of alkylbenzenes.

  在催化量的对甲苯磺酰胺或对硝基苯磺酰胺的存在下，用（二乙酰氧基碘）苯处理烷基苯，在60°C下于1,2-二氯乙烷中用分子碘制得相应的（α-乙酰氧基）烷基苯。本反应是将乙酰氧基引入烷基苯的苄基位置的简单方法。