3-(2-bromophenyl)-3-hydroxy-1-phenylpropan-1-one | 1445783-72-1

• 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: 3-(2-bromophenyl)-3-hydroxy-1-phenylpropan-1-one
• CAS: 1445783-72-1
• 化学式: C₁₅H₁₃BrO₂
• 分子量: 305.171
• InChiKey: WJHWAVKBYJTZOF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-phenyl-3-(o-bromophenyl)-2,3-epoxy-1-propanone 在 sodium dithionite 、 sodium carbonate 作用下， 以 水 、 乙酸乙酯 为溶剂， 反应 12.0h， 以95%的产率得到3-(2-bromophenyl)-3-hydroxy-1-phenylpropan-1-one
  参考文献：
  名称：

  PAA-supported Hantzsch 1,4-dihydropyridine ester: an efficient catalyst for the hydrogenation of α,β-epoxy ketones

  摘要：

  A new type of water-soluble polymer-supported NADH co-enzyme model-FAA (polyacrylic acid)-supported Hantzsch 1,4-dihydropyridine ester (PM-HEH) was designed and synthesized. Catalytic amount of the supported reagent was used in the hydrogenation of alpha,beta-epoxy ketones to the corresponding beta-hydroxy ketones and showed great catalytic efficiency in the reduction reaction. This PAA-HEH was an optimal potential for recycling use. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.07.112

文献信息

• Biomimetic hydrogenation: a reusable NADH co-enzyme model for hydrogenation of α,β-epoxy ketones and 1,2-diketones
  作者：Qiang Huang、Ji-Wei Wu、Hua-Jian Xu

  DOI：10.1016/j.tetlet.2013.05.047

  日期：2013.7

  A biomimetic method has been developed to transform alpha,beta-epoxy ketones or 1,2-diketones into corresponding beta-hydroxy ketones or alpha-hydroxy ketones using a catalytic amount of BNAH or BNA(+)Br(-). The regeneration of BNAH or BNA(+)Br(-) is achieved by a mixture of HCOOH/Et3N. A radical mechanism is proposed to explain these observations. (C) 2013 Elsevier Ltd. All rights reserved.