1-Chloro-3-(2-methoxyethenyl)benzene | 1428905-31-0

• 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: 1-Chloro-3-(2-methoxyethenyl)benzene
• CAS: 1428905-31-0
• 化学式: C₉H₉ClO
• 分子量: 168.623
• InChiKey: VYOUNJURAQJIGR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-Chloro-3-(2-methoxyethenyl)benzene 在 甲酸 、 sodium dithionite 、 三氟乙酸 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 生成
  参考文献：
  名称：

  Searching for Dual Inhibitors of the MDM2-p53 and MDMX-p53 Protein-Protein Interaction by a Scaffold-Hopping Approach

  摘要：

  Two libraries of substituted benzimidazoles were designed using a ‘scaffold‐hopping’ approach based on reported MDM2‐p53 inhibitors. Substituents were chosen following library enumeration and docking into an MDM2 X‐ray structure. Benzimidazole libraries were prepared using an efficient solution‐phase approach and screened for inhibition of the MDM2‐p53 and MDMX‐p53 protein–protein interactions. Key examples showed inhibitory activity against both targets.

  DOI：

  10.1111/cbdd.12474
• 作为产物：
  描述：

  (甲氧基甲基)三苯基溴化膦 、 3-氯苯甲醛 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 生成 1-Chloro-3-(2-methoxyethenyl)benzene
  参考文献：
  名称：

  Searching for Dual Inhibitors of the MDM2-p53 and MDMX-p53 Protein-Protein Interaction by a Scaffold-Hopping Approach

  摘要：

  Two libraries of substituted benzimidazoles were designed using a ‘scaffold‐hopping’ approach based on reported MDM2‐p53 inhibitors. Substituents were chosen following library enumeration and docking into an MDM2 X‐ray structure. Benzimidazole libraries were prepared using an efficient solution‐phase approach and screened for inhibition of the MDM2‐p53 and MDMX‐p53 protein–protein interactions. Key examples showed inhibitory activity against both targets.

  DOI：

  10.1111/cbdd.12474

文献信息

• Synthesis of Substrates for Aldolase-Catalysed Reactions: A Comparison of Methods for the Synthesis of Substituted Phenylacetaldehydes
  作者：Derar Al-Smadi、Thilak Enugala、Thomas Norberg、Jan Kihlberg、Mikael Widersten

  DOI：10.1055/s-0036-1591963

  日期：2018.6

  Methods for the synthesis of phenylacetaldehydes (oxidation, one-carbon chain extension) were compared by using the synthesis of 4-methoxyphenylacetaldehyde as a model example. Oxidations of 4-methoxyphenylethanol with activated DMSO (Swern oxidation) or manganese dioxide gave unsatisfactory results; whereas oxidation with 2-iodoxybenzoic acid (IBX) produced 4-methoxyphenylacetaldehyde in reasonable

  以4-甲氧基苯乙醛的合成为例，比较了苯乙醛的合成方法（氧化、单碳链延长）。用活化的 DMSO（Swern 氧化）或二氧化锰氧化 4-甲氧基苯基乙醇的结果不令人满意；而用 2-碘氧基苯甲酸 (IBX) 氧化以合理 (75%) 的产率生成 4-甲氧基苯基乙醛。然而，用甲氧基亚甲基-三苯基膦进行 Wittig 型单碳链扩展，然后水解，从 4-甲氧基苯甲醛（一种廉价的起始材料）得到 4-甲氧基苯乙醛的产率非常高（总产率为 81%）。该方法随后被用于合成一组 10 种取代的苯乙醛，收率非常好。
• 一种由芳醛与醇制备单芳乙烯基烷基醚的方法
  申请人：长沙资材科技有限公司

  公开号：CN115536499A

  公开（公告）日：2022-12-30

  本发明公开了一种由芳醛与醇制备单芳乙烯基烷基醚的方法，该方法是在大气气氛和二甲亚砜溶剂中，芳醛与醇在碱的作用下进行一锅反应，即得单芳烯基烷基醚化合物。产物结构中，芳烯基来自原料醛，烷基来自原料醇。该方法得到的芳乙烯基烷基醚化合物的芳烯基比原来的醛原料增加了一个双键碳原子。该方法原料来源广泛易得，绿色环保，价格低廉，操作简单，有利于工业化生产。
• Pd(II)-Catalyzed Sequential C–C/C–O Bond Formations: A New Strategy to Construct Trisubstituted Furans
  作者：Meifang Zheng、Liangbin Huang、Wanqing Wu、Huanfeng Jiang

  DOI：10.1021/ol400451t

  日期：2013.4.19

  Palladium-catalyzed oxidative difunctionalization of enol ethers with 1,3-dicarbonyl compounds to construct trisubstituted furans in one step under mild conditions is described. The reaction is thought to proceed through a C-C bond formation along with a C-O bond closing the ring structure. Oxygen is the sole oxidant regenerating the Pd(II) catalyst.