phenyl[(1,1,2,2-tetrafluoroethoxy)methyl]ketone | 1369761-88-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: phenyl[(1,1,2,2-tetrafluoroethoxy)methyl]ketone
• 英文别名: α-tetrafluoroethoxyacetophenone；1-Phenyl-2-(1,1,2,2-tetrafluoroethoxy)ethanone
• CAS: 1369761-88-5
• 化学式: C₁₀H₈F₄O₂
• 分子量: 236.166
• InChiKey: OEONGVNXYMRPLF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  phenyl[(1,1,2,2-tetrafluoroethoxy)methyl]ketone 在 N-溴代丁二酰亚胺(NBS) 、 对甲苯磺酸 作用下， 以 1,4-二氧六环 、 四氯化碳 为溶剂， 反应 42.0h， 生成 3-phenyl-2-(1,1,2,2-tetrafluoroethoxy)-2,3-dihydrobenzo[4,5]imidazo[2,1-b]thiazol-3-ol
  参考文献：
  名称：

  Efficient synthesis of 5′-fluoroalkoxythiazoles via α-bromo-α-fluoroalkoxyacetophenones Hantzsch type cyclization with thioureas or thioamides

  摘要：

  Novel alpha-fluoroalkoxyacetophenones were synthesized by addition of the readily available 2,2-dimethoxy-2-phenylethanol to fluoroolefins. alpha-Bromination yielded alpha-bromo-alpha-fluoroalkoxyacetophenones, which on treatment with thioureas or thioamides gave thiazoles with fluoroalkoxy groups at the 5'-position by the Hantzsch-type cyclization. This provides a versatile methodology for the construction of heterocycles from aliphatic fluoroalkoxy containing building blocks. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2012.01.005
• 作为产物：
  描述：

  2,2-二甲氧基-2-苯乙醇 在 盐酸 、 水 、 氢化钾 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 20.0~60.0 ℃ 、101.33 kPa 条件下， 反应 26.0h， 生成 phenyl[(1,1,2,2-tetrafluoroethoxy)methyl]ketone
  参考文献：
  名称：

  Efficient synthesis of 5′-fluoroalkoxythiazoles via α-bromo-α-fluoroalkoxyacetophenones Hantzsch type cyclization with thioureas or thioamides

  摘要：

  Novel alpha-fluoroalkoxyacetophenones were synthesized by addition of the readily available 2,2-dimethoxy-2-phenylethanol to fluoroolefins. alpha-Bromination yielded alpha-bromo-alpha-fluoroalkoxyacetophenones, which on treatment with thioureas or thioamides gave thiazoles with fluoroalkoxy groups at the 5'-position by the Hantzsch-type cyclization. This provides a versatile methodology for the construction of heterocycles from aliphatic fluoroalkoxy containing building blocks. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2012.01.005

文献信息

• [EN] BENZOPIPERAZINE DERIVATIVES AS CETP INHIBITORS<br/>[FR] DÉRIVÉS DE BENZOPIPÉRAZINE EN TANT QU'INHIBITEURS DE CETP
  申请人：MERCK SHARP & DOHME

  公开号：WO2013028382A1

  公开（公告）日：2013-02-28

  Compounds having the structure of Formula Ia, including pharmaceutically acceptable salts of the compounds, are CETP inhibitors and may be useful for raising HDL-cholesterol, reducing LDL-cholesterol, and for treating or preventing atherosclerosis.

  具有Ia式结构的化合物，包括这些化合物的药用盐，是CETP抑制剂，可能有助于提高HDL-胆固醇，降低LDL-胆固醇，并用于治疗或预防动脉粥样硬化。
• Polyfluoro- and perfluoroalkoxyenaminones in syntheses of nitrogen containing heterocycles
  作者：Yulia A. Davydova、Taras M. Sokolenko、Yurii L. Yagupolskii

  DOI：10.1016/j.jfluchem.2013.11.007

  日期：2014.1

  2-Fluoroalkoxyenaminones were synthesized from alpha-fluoroalkoxyacetophenones and dimethylformamide dimethylacetal in almost quantitative yields. These compounds are promising aliphatic precursors for fluoroalkoxy containing heterocycles construction that was proved by reactions with hydrazine, hydroxylamine and amidines yielding corresponding pyrazoles, isoxazoles and pyrimidines. (C) 2013 Elsevier B.V. All rights reserved.
• BENZOPIPERAZINE DERIVATIVES AS CETP INHIBITORS
  申请人：Merck Sharp & Dohme Corp.

  公开号：EP2744788A1

  公开（公告）日：2014-06-25
• Efficient synthesis of 5′-fluoroalkoxythiazoles via α-bromo-α-fluoroalkoxyacetophenones Hantzsch type cyclization with thioureas or thioamides
  作者：Taras M. Sokolenko、Yulia A. Davydova、Yurii L. Yagupolskii

  DOI：10.1016/j.jfluchem.2012.01.005

  日期：2012.4

  Novel alpha-fluoroalkoxyacetophenones were synthesized by addition of the readily available 2,2-dimethoxy-2-phenylethanol to fluoroolefins. alpha-Bromination yielded alpha-bromo-alpha-fluoroalkoxyacetophenones, which on treatment with thioureas or thioamides gave thiazoles with fluoroalkoxy groups at the 5'-position by the Hantzsch-type cyclization. This provides a versatile methodology for the construction of heterocycles from aliphatic fluoroalkoxy containing building blocks. (C) 2012 Elsevier B.V. All rights reserved.