反应 #1484875

ord-523b3c304e9a43528f08e84cf82e7846

反应方程式

O=Cc1cc2cccc(Cl)c2nc1Cl
2,8-dichloroquinoline-3-carbaldehyde
Oc1ccccc1
phenol
O=C([O-])[O-].[K+].[K+]
K2CO3
O=Cc1cc2cccc(Cl)c2nc1Oc1ccccc1
8-chloro-2-phenoxyquinoline-3-carbaldehyde

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    萃取extracted with EtOAc (2 times)
  2. 2
    洗涤the combined organic layers were washed with water (2 times)
  3. 3
    干燥dried over Na2SO4
  4. 4
    过滤filtered
  5. 5
    浓缩concentrated under reduced pressure
  6. 6
    其他The crude product was purified by column chromatography on a Redi-Sep™ column

实验过程

To a solution of 2,8-dichloroquinoline-3-carbaldehyde (1 eq) in DMF (0.25 M) was added phenol (1.5 eq) and K2CO3 (2.0 eq) at rt and the mixture was stirred for 3 h at rt. The mixture was diluted with water, extracted with EtOAc (2 times) and the combined organic layers were washed with water (2 times), dried over Na2SO4, filtered, and concentrated under reduced pressure. The crude product was purified by column chromatography on a Redi-Sep™ column using 0 to 40% gradient of EtOAc in hexane to provide 8-chloro-2-phenoxyquinoline-3-carbaldehyde.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08901135B2uspto-grants-2014_12