1-(2-chlorobenzyloxy)-4-bromobenzene | 301681-69-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-(2-chlorobenzyloxy)-4-bromobenzene
• 英文别名: (4-bromo-phenyl)-(2-chloro-benzyl)-ether；(4-Brom-phenyl)-(2-chlor-benzyl)-aether；4-Bromophenyl-(2-chlorobenzyl)ether；1-bromo-4-[(2-chlorophenyl)methoxy]benzene
• CAS: 301681-69-6
• 化学式: C₁₃H₁₀BrClO
• mdl: MFCD01183109
• 分子量: 297.579
• InChiKey: BOWMLVAOJWGXMT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.076
• 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：

  丙烯酸叔丁酯 、 1-(2-chlorobenzyloxy)-4-bromobenzene 在 palladium diacetate 、 potassium carbonate 、 tri tert-butylphosphoniumtetrafluoroborate 、 氢气 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 100.0~130.0 ℃ 、101.32 kPa 条件下， 反应 44.0h， 以69%的产率得到tert-butyl 3-(6H-benzo[c]chromen-2-yl)propanoate
  参考文献：
  名称：

  Heck, Direct Arylation, and Hydrogenation: Two or Three Sequential Reactions from a Single Catalyst

  摘要：

  Palladium-catalyzed tandem multifunctional reactions leading to the synthesis of substituted biaryl molecules have been developed including tandem Heck-direct arylation and tandem-sequential Heck-direct arylation-hydrogenation. These reactions occur in good yield and have been employed in the synthesis of a cytotoxic biaryl compound.

  DOI：

  10.1021/jo0523619
• 作为产物：
  描述：

  4-溴苯酚 、 alkaline earth salt of/the/ methylsulfuric acid 在 potassium carbonate 、 sodium iodide 作用下， 以 丙酮 为溶剂， 反应 6.0h， 以97%的产率得到1-(2-chlorobenzyloxy)-4-bromobenzene
  参考文献：
  名称：

  Heck, Direct Arylation, and Hydrogenation: Two or Three Sequential Reactions from a Single Catalyst

  摘要：

  Palladium-catalyzed tandem multifunctional reactions leading to the synthesis of substituted biaryl molecules have been developed including tandem Heck-direct arylation and tandem-sequential Heck-direct arylation-hydrogenation. These reactions occur in good yield and have been employed in the synthesis of a cytotoxic biaryl compound.

  DOI：

  10.1021/jo0523619

文献信息

• The Synthesis of Some Simple and Mixed Ethers as Contact Insecticides¹
  作者：Tien-Chih Chen、W. T. Sumerford

  DOI：10.1021/ja01154a063

  日期：1951.10
• Heck, Direct Arylation, and Hydrogenation: Two or Three Sequential Reactions from a Single Catalyst
  作者：Jean-Philippe Leclerc、Mathieu André、Keith Fagnou

  DOI：10.1021/jo0523619

  日期：2006.2.1

  Palladium-catalyzed tandem multifunctional reactions leading to the synthesis of substituted biaryl molecules have been developed including tandem Heck-direct arylation and tandem-sequential Heck-direct arylation-hydrogenation. These reactions occur in good yield and have been employed in the synthesis of a cytotoxic biaryl compound.