4-chlorophenyl (E)-2-(4-methylphenyl)vinyl ether

• 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: 4-chlorophenyl (E)-2-(4-methylphenyl)vinyl ether
• 英文别名: 1-chloro-4-[(E)-2-(4-methylphenyl)ethenoxy]benzene
• 化学式: C₁₅H₁₃ClO
• 分子量: 244.721
• InChiKey: PJZQCAALHIOIFO-ZHACJKMWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  Alpha,4-二氯茴香醚 在 sodium tungstate 、 双氧水 、 sodium hydride 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.5h， 生成 4-chlorophenyl (E)-2-(4-methylphenyl)vinyl ether
  参考文献：
  名称：

  Efficient Synthesis of Substituted Vinyl Ethers Using the Julia Olefination

  摘要：

  [GRAPHICS]Julia olefination between alpha-alkoxy sulfones 2a-c and a wide variety of ketones or aldehydes afforded substituted vinyl ethers in 46-90% yields. Sulfones 2a-c were readily prepared in two steps from commercially available reagents in 68-80% yields. Optimization revealed that the nature of the base, the solvent, and the temperature were crucial to obtaining the desired vinyl ethers.

  DOI：

  10.1021/ol035918k

文献信息

• Efficient Synthesis of Substituted Vinyl Ethers Using the Julia Olefination
  作者：Simon Surprenant、Wing Yan Chan、Carl Berthelette

  DOI：10.1021/ol035918k

  日期：2003.12.1

  [GRAPHICS]Julia olefination between alpha-alkoxy sulfones 2a-c and a wide variety of ketones or aldehydes afforded substituted vinyl ethers in 46-90% yields. Sulfones 2a-c were readily prepared in two steps from commercially available reagents in 68-80% yields. Optimization revealed that the nature of the base, the solvent, and the temperature were crucial to obtaining the desired vinyl ethers.