2-(2,4-dichlorophenyl)propenoic acid ethyl ester | 118666-26-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(2,4-dichlorophenyl)propenoic acid ethyl ester
• 英文别名: ethyl 2-(2,4-dichlorophenyl)prop-2-enoate；ethyl-α-(2,4-dichlorophenyl)-α-methyleneacetate；Ethyl-alpha-(2,4-dichlorophenyl)-alpha-methyleneacetate
• CAS: 118666-26-5
• 化学式: C₁₁H₁₀Cl₂O₂
• 分子量: 245.105
• InChiKey: SVORBUUIOJJPJQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(2,4-dichlorophenyl)propenoic acid ethyl ester 在 palladium on activated charcoal 、 水 、 氢气 、 potassium hydroxide 作用下， 以 甲醇 、 丙酮 为溶剂， 20.0 ℃ 、310.27 kPa 条件下， 反应 4.0h， 生成 2-(2,4-dichlorophenyl)propanoic acid
  参考文献：
  名称：

  BH3·THF合成2-芳基丙酸的简捷方法和3-羟基2-芳基丙烯酸乙酯还原为2-芳基丙酸乙酯的史无前例的研究

  摘要：

  我们已经开发出一种简明的合成外消旋芳基丙酸的方法，该方法已广泛用作非甾体类抗炎药（NSAIDs）。从市售的苯甲醛合成仅涉及四个步骤。合成结合了前所未有的还原反应，3转化-羟基- 2 - arylpropenoic酸乙酯向2 -由BH arylpropenoic酸乙酯3 ⋅THF。已经对还原反应进行了研究和优化。

  DOI：

  10.1002/hlca.201500062
• 作为产物：
  描述：

  ethyl 2-(2,4-dichlorophenyl)-3-hydroxyprop-2-enoate 在 硼烷四氢呋喃络合物 、 3,3-diphenyl-1-methylpyrrolidino[1,2-c]-1,3,2-oxazaborole 作用下， 以 四氢呋喃 为溶剂， 以70%的产率得到2-(2,4-dichlorophenyl)propenoic acid ethyl ester
  参考文献：
  名称：

  BH3·THF合成2-芳基丙酸的简捷方法和3-羟基2-芳基丙烯酸乙酯还原为2-芳基丙酸乙酯的史无前例的研究

  摘要：

  我们已经开发出一种简明的合成外消旋芳基丙酸的方法，该方法已广泛用作非甾体类抗炎药（NSAIDs）。从市售的苯甲醛合成仅涉及四个步骤。合成结合了前所未有的还原反应，3转化-羟基- 2 - arylpropenoic酸乙酯向2 -由BH arylpropenoic酸乙酯3 ⋅THF。已经对还原反应进行了研究和优化。

  DOI：

  10.1002/hlca.201500062

文献信息

• Ester‐Directed Selective Olefination of Acrylates by Rhodium Catalysis
  作者：Ruokun Feng、Wenlong Yu、Kai Wang、Zhanxiang Liu、Yuhong Zhang

  DOI：10.1002/adsc.201300944

  日期：2014.5.5

  Ester‐directed olefination of acrylates via rhodium(III)‐catalysis was developed. Various alkenes were reacted with acrylates to give the desired products in high stereoselectivity. Mechanistic investigations revealed that ester‐directed CH bond activation was the key step to this reaction.

  开发了通过铑（III）催化的丙烯酸酯的酯基烯烃。使各种烯烃与丙烯酸酯反应，以高立体选择性得到所需产物。机理研究表明，酯导向的CH键活化是该反应的关键步骤。
• 2,4,4-tri- and 2,2,4,4-tetra substituted-1,3-dioxolane antifungal,
  申请人：Schering Corporation

  公开号：US04788190A1

  公开（公告）日：1988-11-29

  Novel 1,3-dioxolane compounds useful as antifungal and antiallergy agents and represented by the formula ##STR1## wherein Ar is thienyl, pyridyl, biphenyl, phenyl or phenyl substituted by one or more of halo, nitro, cyano, lower alkyl, lower alkoxy or perhalo(lower)alkyl; Y is CH or N; Q is ##STR2## W is --NR.sub.5 --, --O--, --S(O).sub.n --; X is NO.sub.2, NR.sub.6 R.sub.7 or COR.sub.8 ; R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are independently hydrogen or lower alkyl; R.sub.5 is hydrogen, lower alkyl or (C.sub.2 -C.sub.6) alkanoyl; R.sub.6 and R.sub.7 are independently hydrogen, lower alkyl, phenyl or phenyl substituted by one or more of halo, perhalo loweralkyl, (C.sub.2 -C.sub.6)alkanoyl lower alkyl, lower alkoxy or 2-loweralkyl-3-oxo-1,2,4-trirazol-4-yl or R.sub.6 and R.sub.7 taken together with the nitrogen atom in NR.sub.6 R.sub.7 form substituted or unsubstituted heterocyclyl, said heterocyclyl substituents being (C.sub.2 -C.sub.6)alkanoyl, lower alkyl, phenyl or phenyl substituted by one or more of halo, perhaloloweralkyl, (C.sub.2 -C.sub.6)alkanoyl, loweralkyl, lower alkoxy or 2-loweralkyl-3-oxo-1,2,4-triazol-4-yl and R.sub.8 is lower alkyl, lower alkoxy, --NR.sub.1 R.sub.2, phenyl or phenyl substituted by one or more of halo, perhalo lower alkyl, lower alkyl, lower alkoxy, nitro, cyano or (C.sub.2 -C.sub.6)alkanoyl and p is 0, 1, 2, 3, 4 or 5 and n is 0, 1, or 2 and the stereochemical isomers thereof in racemic or optically active form; or a pharmaceutically acceptable salt thereof.

  Novel 1,3-二氧杂环己烷化合物，可用作抗真菌和抗过敏剂，其化学式为##STR1##其中Ar是噻吩基，吡啶基，联苯基，苯基或被一种或多种卤素，硝基，氰基，低碳基，低碳氧基或全卤素（低）碳基取代的苯基; Y是CH或N; Q是##STR2##W是--NR.sub.5 --，--O--，--S(O).sub.n --; X是NO.sub.2，NR.sub.6 R.sub.7或COR.sub.8; R.sub.1，R.sub.2，R.sub.3和R.sub.4独立地是氢或低碳基; R.sub.5是氢，低碳基或（C.sub.2 -C.sub.6）烷酰基; R.sub.6和R.sub.7独立地是氢，低碳基，苯基或被一种或多种卤素，全卤素低碳基，（C.sub.2 -C.sub.6）烷酰基低碳基，低碳氧基或2-低碳基-3-氧代-1,2,4-三唑-4-基苯基或R.sub.6和R.sub.7与NR.sub.6 R.sub.7中的氮原子一起形成取代或未取代的杂环基，所述杂环基取代基为（C.sub.2 -C.sub.6）烷酰基，低碳基，苯基或被一种或多种卤素，全卤素低碳基，（C.sub.2 -C.sub.6）烷酰基，低碳基，低碳氧基或2-低碳基-3-氧代-1,2,4-三唑-4-基苯基；R.sub.8是低碳基，低碳氧基，--NR.sub.1 R.sub.2，苯基或被一种或多种卤素，全卤素低碳基，低碳基，低碳氧基，硝基，氰基或（C.sub.2 -C.sub.6）烷酰基; p为0, 1, 2, 3, 4或5，n为0, 1或2，其立体异构体为外消旋或光学活性形式；或其药学上可接受的盐。
• Triazole and imidazole compounds, process for their preparation and their use as fungicides and plant growth regulators, and intermediates for their synthesis
  申请人：IMPERIAL CHEMICAL INDUSTRIES PLC

  公开号：EP0099165A1

  公开（公告）日：1984-01-25

  wherein R1 is hydrogen, alkyl, cycloalkyl, heterocyclyl, or aryl or aralkyl both optionally substituted with halogen, nitro, alkyl, haloalkyl, alkoxy, phenyl, phenoxy, halophenyl, or haloalkoxy; R2 is hydrogen, alkyl, alkenyl, alkynyl, aralkyl or acyl; R3 and R4, which may be the same or different, are hydrogen, alkyl, alkenyl, or optionally substituted aryl; W is N or CH; X is -CO2R5, -CONR6R7, -CN, -CHO, 4,4-dimethyl-Δ2-oxazolin-2-yl, or 4,4,6-trimethyl-5,6-dihydro-1,3-oxazin-2-yl; R5, R6 and R7, which may be the same or different, are hydrogen, optionally substituted alkyl, optionally substituted aralkyl, alkenyl, or optionally substituted aryl; and their acid addition salts and metal complexes. The compounds have fungicidal activity and plant growth regulating activity.

  其中 R1 是氢、烷基、环烷基、杂环烷基或芳基或芳烷基，两者可任选被卤素、硝基、烷基、卤代烷基、烷氧基、苯基、苯氧基、卤代苯基或卤代烷氧基取代；R2 是氢、烷基、烯基、炔基、芳烷基或酰基；R3 和 R4 可以相同或不同，是氢、烷基、烯基或任选取代的芳基；W是N或CH；X是-CO2R5、-CONR6R7、-CN、-CHO、4,4-二甲基-Δ2-恶唑啉-2-基或4,4,6-三甲基-5,6-二氢-1,3-恶嗪-2-基；R5、R6和R7可以相同或不同，是氢、任选取代的烷基、任选取代的芳基、烯基或任选取代的芳基；以及它们的酸加成盐和金属络合物。这些化合物具有杀菌活性和植物生长调节活性。
• 2,4,4-Tri- and 2,2,4,4-tetra-substituted-1,3-dioxolane
  申请人：SCHERING CORPORATION

  公开号：EP0278105A1

  公开（公告）日：1988-08-17

  2,4,4-tri- and 2,2,4,4-tetra substituted-1,3-­dioxolane compounds and pharmaceutically acceptable salts and solvates thereof are disclosed which possess anti-­fungal, anti-allergy, anti-inflammatory and/or immuno-­modulation activity. Methods for preparing and using the compounds also are described.

  公开了具有抗真菌、抗过敏、抗炎和/或免疫调节活性的 2,4,4- 三取代和 2,2,4,4- 四取代-1,3-二氧戊环化合物及其药学上可接受的盐和溶液。此外，还描述了制备和使用这些化合物的方法。
• [EN] 2,4,4-TRI- AND 2,2,4,4-TETRA SUBSTITUTED-1,3-DIOXOLANE COMPOUNDS
  申请人：SCHERING CORPORATION

  公开号：WO1988005048A1

  公开（公告）日：1988-07-14

  (EN) 2,4,4-tri- and 2,2,4,4-tetra substituted-1,3-dioxolane compounds and pharmaceutically acceptable salts and solvates thereof which possess anti-fungal, anti-allergy, anti-inflammatory and/or immuno modulation activity. Methods for preparing and using the compounds also are described.(FR) Ces composés et leurs sels et solvats acceptables sur le plan pharmaceutique possèdent des propriétés antimycosiques, antiallergiques, anti-inflammatoires et/ou immunomodulatrices. Les modes de préparation et les utilisations de ces composés sont également décrits.

  2,4,4-三取代和2,2,4,4-四取代-1,3-间二甲基呋喃类化合物及其 pharmaceutically acceptable盐和溶剂，这些化合物具有抗真菌、抗过敏、抗炎及/或免疫调节活性。合成及其应用方式亦被描述。