Benzoic acid 1-benzoyl-2-chloro-2-phenyl-ethyl ester | 146035-57-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: Benzoic acid 1-benzoyl-2-chloro-2-phenyl-ethyl ester
• 英文别名: (1-Chloro-3-oxo-1,3-diphenylpropan-2-yl) benzoate
• CAS: 146035-57-6
• 化学式: C₂₂H₁₇ClO₃
• 分子量: 364.828
• InChiKey: BWGIDQFJFWXSNK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  苯甲酰氯 、 (2S,3R)-2,3-epoxy-1,3-diphenylpropan-1-one 在 SnCl₂-Ph₃P 作用下， 以 苯 为溶剂， 反应 15.0h， 以58%的产率得到Benzoic acid 1-benzoyl-2-chloro-2-phenyl-ethyl ester
  参考文献：
  名称：

  Remarkable dependency of the regioselectivity in the ring opening of α,β-epoxyketones upon tin halide-Lewis base complexes as catalysts

  摘要：

  Tin halide-base complexes are used as catalysts for controlling the regioselectivity in the reaction of alpha,beta-epoxyketones with electrophiles. Bu2SnX2-Ph3P complex caused the cleavage of the C-O bond adjacent to the carbonyl group. SnCl2-base complex resulted in the opposite regioselectivity. By using PhCOCl and TsN=C=O as electrophiles, haloesters and 2-oxazolidone were obtained.

  DOI：

  10.1016/s0040-4039(00)60859-6

文献信息

• Remarkable dependency of the regioselectivity in the ring opening of α,β-epoxyketones upon tin halide-Lewis base complexes as catalysts
  作者：Ikuya Shibata、Naritoshi Yoshimura、Akio Baba、Haruo Matsuda

  DOI：10.1016/s0040-4039(00)60859-6

  日期：1992.11

  Tin halide-base complexes are used as catalysts for controlling the regioselectivity in the reaction of alpha,beta-epoxyketones with electrophiles. Bu2SnX2-Ph3P complex caused the cleavage of the C-O bond adjacent to the carbonyl group. SnCl2-base complex resulted in the opposite regioselectivity. By using PhCOCl and TsN=C=O as electrophiles, haloesters and 2-oxazolidone were obtained.