2,2-二溴-1-[3-(三氟甲基)苯基]乙酮 | 922734-42-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2,2-二溴-1-[3-(三氟甲基)苯基]乙酮
• 英文名称: 2,2-dibromo-1-(3-trifluoromethyl-phenyl)-ethanone
• 英文别名: 2,2-Dibromo-1-[3-(trifluoromethyl)phenyl]ethan-1-one；2,2-dibromo-1-[3-(trifluoromethyl)phenyl]ethanone
• CAS: 922734-42-7
• 化学式: C₉H₅Br₂F₃O
• 分子量: 345.941
• InChiKey: FKHFSEBNKYPYFQ-UHFFFAOYSA-N

物化性质

• 沸点：
  261.4±35.0 °C(Predicted)
• 密度：
  1.909±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  在 水 、 氢溴酸 作用下， 以 四氢呋喃 为溶剂， 以78%的产率得到2,2-二溴-1-[3-(三氟甲基)苯基]乙酮
  参考文献：
  名称：

  HBr–H2O还原催化体系对α，α，α-三溴甲基酮的选择性脱溴

  摘要：

  通过控制H 2 OHBr的还原条件，开发了一种脱溴反应，可从α，α，α-三溴甲基酮中高选择性地合成α-单-和α，α-二溴甲基酮。

  DOI：

  10.1002/ejoc.202001118

文献信息

• Verfahren zur Herstellung von gegebenenfalls substituiertem Trifluormethylphenacylbromid
  申请人：Saltigo GmbH

  公开号：EP1752438A2

  公开（公告）日：2007-02-14

  Die vorliegende Erfindung betrifft ein Verfahren zur Herstellung von gegebenenfalls substituiertem Trifluormethylphenacylbromid, insbesondere von 3-Trifluormethylphenacylbromid der Formel (I-a)

  本发明涉及一种制备任选取代的三氟甲基苯乙酰溴，特别是式 (I-a) 的 3-三氟甲基苯乙酰溴的方法
• Rapid Development and Scale-Up of a 1<i>H</i>-4-Substituted Imidazole Intermediate Enabled by Chemistry in Continuous Plug Flow Reactors
  作者：Scott A. May、Martin D. Johnson、Timothy M. Braden、Joel R. Calvin、Brian D. Haeberle、Amy R. Jines、Richard D. Miller、Edward F. Plocharczyk、Gregory A. Rener、Rachel N. Richey、Christopher R. Schmid、Radhe K. Vaid、Hannah Yu

  DOI：10.1021/op200351g

  日期：2012.5.18

  The development of reactions in a continuous fashion in plug flow tube reactors (PFR) offers unique advantages to the drug development and scale-up process and can also enable chemistry that would be difficult to perform via batch processing. Herein, we report the development of two different continuous flow approaches to a key 1H-4-substituted imidazole intermediate (5). In a first generation approach, rapid optimization and scale-up of a challenging cyclization reaction was demonstrated in a PFR under GMP conditions to afford 29 kg of protected product 2. This material was further processed in batch equipment to deliver di-HCl salt 4. This first generation approach highlights the rapid development of chemistry in research-scale PFRs and speed to material delivery through linear scale up to a pilot-scale PFR under GMP conditions. In a second generation effort, a more efficient synthetic route was developed, and PFRs with automated sampling, dilution, and analytical analysis allowed for rapid and data-rich reaction optimization of both a key cyclization reaction and thermal removal of a Boc protecting group. This work culminated in 1 kg demonstration runs in a 0.22 L PFR for both continuous steps and shows the potential of commercialization from a lab hood footprint (1-2 MT/year).
• [EN] ANTI VIRAL COMPOUNDS<br/>[FR] COMPOSÉS ANTIVIRAUX
  申请人：PASTEUR INSTITUT KOREA

  公开号：WO2010046780A2

  公开（公告）日：2010-04-29

  There is provided small molecule anti-human immunodeficiency virus (anti-HIV) compounds as well as a phenotypic cell-based high throughput screening (HTS) assay for their identification.
• Selective Debromination of α,α,α‐Tribromomethylketones with HBr–H ₂ O Reductive Catalytic System
  作者：Hui Wang、Meng‐Xia Zheng、Hongmei Guo、Guozheng Huang、Zhao Cheng、Abulikemu Abudu Rexit

  DOI：10.1002/ejoc.202001118

  日期：2020.11.8

  A debrominationreaction to synthesize α‐mono‐ and α,α‐dibromomethylketones with high selectivity from α,α,α‐tribromomethylketones by the controlling of H2OHBr reductive conditions was developed.

  通过控制H 2 OHBr的还原条件，开发了一种脱溴反应，可从α，α，α-三溴甲基酮中高选择性地合成α-单-和α，α-二溴甲基酮。