2,3-dichloro-4-(3-fluoro-phenoxy)-2-buten-4-olide | 647832-02-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2,3-dichloro-4-(3-fluoro-phenoxy)-2-buten-4-olide
• 英文别名: 2(5H)-Furanone, 3,4-dichloro-5-(3-fluorophenoxy)-；3,4-dichloro-2-(3-fluorophenoxy)-2H-furan-5-one
• CAS: 647832-02-8
• 化学式: C₁₀H₅Cl₂FO₃
• 分子量: 263.052
• InChiKey: RJMRDYYZIAFOFE-UHFFFAOYSA-N

物化性质

• 沸点：
  382.2±42.0 °C(Predicted)
• 密度：
  1.56±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-氟苯酚 、 5-methoxycarbonyloxy-3,4-dichloro-5H-furan-2-one 在 cesium fluoride 作用下， 以 二氯甲烷 为溶剂， 反应 23.0h， 以72%的产率得到2,3-dichloro-4-(3-fluoro-phenoxy)-2-buten-4-olide
  参考文献：
  名称：

  Preparation of substituted butenolides via palladium-free etherification and amination of masked mucohalic acids

  摘要：

  公开了制备4-取代-2-丁烯-4-醇内酯的方法和材料。该方法包括在碱存在下将掩蔽的黏膜酸与一级或二级胺或芳基醇反应。与现有的方法不同，公开的方法不需要使用钯，这使它们非常适合用于制备药物合成中间体。

  公开号：

  US20050059831A1

文献信息

• Preparation of substituted butenolides via palladium-free etherification and amination of masked mucohalic acids
  申请人：Blazecka Garth Peter

  公开号：US20050059831A1

  公开（公告）日：2005-03-17

  Methods and materials for preparing 4-substituted-2-buten-4-olides are disclosed. The methods include reacting a masked mucohalic acid with a primary or secondary amine or with an arylol in the presence of a base. Unlike existing processes, the disclosed methods do not require the use of palladium, which make them well suited for preparing intermediates in drug syntheses.

  公开了制备4-取代-2-丁烯-4-醇内酯的方法和材料。该方法包括在碱存在下将掩蔽的黏膜酸与一级或二级胺或芳基醇反应。与现有的方法不同，公开的方法不需要使用钯，这使它们非常适合用于制备药物合成中间体。
• [EN] PREPARATION OF SUBSTITUTED BUTENOLIDES VIA PALLADIUM-FREE ETHERIFICATION AND AMINATION OF MASKED MUCOHALIC ACIDS<br/>[FR] PREPARATION DE BUTENOLIDES SUBSTITUES PAR ETHERIFICATION SANS PALLADIUM ET AMINATION D'ACIDES MUCOHALIQUES MASQUES
  申请人：WARNER LAMBERT CO

  公开号：WO2005026141A2

  公开（公告）日：2005-03-24

  Methods and materials for preparing 4-substituted-2-buten-4-olidos are disclosed. The methods include reacting a masked mucohalic acid with a primary or secondary amine or with an arylol in the presence of a base. Unlike existing processes, the disclosed methods do not require the use of palladium, which make them well suited for preparing intermediates in drug syntheses.
• Further Utilization of Mucohalic Acids:  Palladium-Free, Regioselective Etherification and Amination of α,β-Dihalo γ-Methoxycarbonyloxy and γ-Acetoxy Butenolides
  作者：Peter G. Blazecka、Daniel Belmont、Tim Curran、Derek Pflum、Ji Zhang

  DOI：10.1021/ol035994n

  日期：2003.12.1

  [GRAPHICS]Palladium-free etherification and amination of mucohalic acid methyl carbonates le (3,4-dichloro-5-methoxycarbonyloxy-5H-furan-2-one) and 1f (3,4-dibromo-5-methoxycarbonyloxy-5H-furan-2-one) and mucochloric acid acetate 1h (3,4-dichloro-5-acetoxy-5H-furan-2-one) was achieved to afford gamma-functionalized alpha,beta-unsaturated gamma-butyrolactones in good to excellent yield.