ethyl 4-(4-bromo-2-formylphenoxy)butanoate | 356039-74-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: ethyl 4-(4-bromo-2-formylphenoxy)butanoate
• 英文别名: Ethyl 4-(4-Bromo-2-formyl phenoxy)butyrate
• CAS: 356039-74-2
• 化学式: C₁₃H₁₅BrO₄
• 分子量: 315.164
• InChiKey: CWMBRHNHJMTNOA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 4-(4-bromo-2-formylphenoxy)butanoate 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以34%的产率得到ethyl 7-bromo-2,3-dihydro-1-benzoxepine-4-carboxylate
  参考文献：
  名称：

  Efficient Preparation of Medium Ring Oxygen Heterocycles

  摘要：

  We achieved efficient preparation of medium ring oxygen heterocycles (1), 1-benzoxepines and 1-benzoxocines, by applying intramolecular Claisen-type condensation in dialkyl carbonate with metal alcoholate. Furthermore, we accomplished the preparation of 2,3-dihydro-l-benzoxepin-4-carboxylate intermediate (1e) for orally active CCR5 antagonists by this method.

  DOI：

  10.3987/com-06-10941
• 作为产物：
  描述：

  4-溴丁酸乙酯 、 5-溴水杨醛 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以98%的产率得到ethyl 4-(4-bromo-2-formylphenoxy)butanoate
  参考文献：
  名称：

  Efficient Preparation of Medium Ring Oxygen Heterocycles

  摘要：

  We achieved efficient preparation of medium ring oxygen heterocycles (1), 1-benzoxepines and 1-benzoxocines, by applying intramolecular Claisen-type condensation in dialkyl carbonate with metal alcoholate. Furthermore, we accomplished the preparation of 2,3-dihydro-l-benzoxepin-4-carboxylate intermediate (1e) for orally active CCR5 antagonists by this method.

  DOI：

  10.3987/com-06-10941

文献信息

• Process for producing cyclic compound
  申请人：——

  公开号：US20030040632A1

  公开（公告）日：2003-02-27

  A process suitable for safely mass-producing, through a short step, cyclic compounds useful in medicines, agricultural chemicals, foods, cosmetics, and chemical products or as intermediates therefor. The process, which is for producing a compound represented by the formula: 1 {wherein Z represents an electron-attracting group; W represents optionally substituted ethylene or optionally substituted vinylene; R 3 represents hydrogen or an optionally substituted hydrocarbon group; and X represents a divalent group [provided that when W represents optionally substituted vinylene, then —X—CH 2 —Z is not —X 1 —X 2 —CH 2 —Z (wherein X 1 represents sulfur or optionally substituted nitrogen and X 2 represents optionally substituted ethylene)]} or a salt thereof, is characterized by subjecting a compound represented by the formula (II) or a salt thereof: 2 (wherein the symbols have the same meanings as the above) to a ring closure reaction in a solvent containing a carbonic diester.

  一种适用于安全批量生产用于药品、农药、食品、化妆品和化学产品或其中间体的环状化合物的过程，通过简短步骤。该过程用于生产由以下公式表示的化合物： 1 （其中Z代表一个吸电子基团；W代表可选择取代的乙烯或可选择取代的乙烯基；R 3 代表氢或可选择取代的碳氢基团；X代表二价基团［但当W代表可选择取代的乙烯基时，那么—X—CH 2 —Z不是—X 1 —X 2 —CH 2 —Z（其中X 1 代表硫或可选择取代的氮，X 2 代表可选择取代的乙烯基）］或其盐，其特征在于将由以下公式（II）或其盐表示的化合物： 2 （其中符号具有与上述相同的含义）置于含有碳酸二酯的溶剂中进行环闭合反应。
• PROCESS FOR PRODUCING CYCLIC COMPOUND
  申请人：Takeda Chemical Industries, Ltd.

  公开号：EP1266881A1

  公开（公告）日：2002-12-18

  A process suitable for safely mass-producing, through a short step, cyclic compounds useful in medicines, agricultural chemicals, foods, cosmetics, and chemical products or as intermediates therefor. The process, which is for producing a compound represented by the formula: wherein Z represents an electron-attracting group; W represents optionally substituted ethylene or optionally substituted vinylene; R3 represents hydrogen or an optionally substituted hydrocarbon group; and X represents a divalent group [provided that when W represents optionally substituted vinylene, then -X-CH2 -Z is not -X1 -X2 -CH2 -Z (wherein X1 represents sulfur or optionally substituted nitrogen and X2 represents optionally substituted ethylene)]} or a salt thereof, is characterized by subjecting a compound represented by the formula (II) or a salt thereof: (wherein the symbols have the same meanings as the above) to a ring closure reaction in a solvent containing a carbonic diester.

  一种适用于通过短步骤安全地大量生产用于医药、农药、食品、化妆品和化学产品或其中间体的环状化合物的工艺。该工艺用于生产由式表示的化合物： 其中 Z 代表引电子基团；W 代表任选取代的乙烯或任选取代的乙烯基；R3 代表氢或任选取代的烃基；X 代表二价基团[但当 W 代表任选取代的乙烯时，则 -X-CH2 -Z 不是 -X1 -X2 -CH2 -Z(其中 X1 代表硫或任选取代的氮，X2 代表任选取代的乙烯)]}或其盐，其特征在于将式(II)代表的化合物或其盐： (其中符号的含义与上述相同）在含有碳酸二酯的溶剂中进行闭环反应。
• US6864367B2
  申请人：——

  公开号：US6864367B2

  公开（公告）日：2005-03-08
• US7038042B2
  申请人：——

  公开号：US7038042B2

  公开（公告）日：2006-05-02
• Efficient Preparation of Medium Ring Oxygen Heterocycles
  作者：Atsuko Nishiguchi、Tomomi Ikemoto、Tatsuya Ito、Shotaro Miura、Kiminori Tomimatsu

  DOI：10.3987/com-06-10941

  日期：——

  We achieved efficient preparation of medium ring oxygen heterocycles (1), 1-benzoxepines and 1-benzoxocines, by applying intramolecular Claisen-type condensation in dialkyl carbonate with metal alcoholate. Furthermore, we accomplished the preparation of 2,3-dihydro-l-benzoxepin-4-carboxylate intermediate (1e) for orally active CCR5 antagonists by this method.