反应 #4468

ord-735fc3dbd8da40b9ad499f1ee9ee5a7e

反应方程式

ClCc1ccc2ccccc2n1
2-chloromethyl quinoline
Oc1ccccc1
phenol
O=C([O-])[O-].[K+].[K+]
potassium carbonate
O=C([O-])[O-].[Cs+].[Cs+]
cesium carbonate
[I-].[Na+]
sodium iodide
c1ccc(OCc2ccc3ccccc3n2)cc1
desired compound
c1ccc(OCc2ccc3ccccc3n2)cc1
2-Phenoxymethyl quinoline

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    温度was refluxed for about 4 hours
  2. 2
    过滤filtered
  3. 3
    浓缩the filtrate was concentrated
  4. 4
    workup.DISSOLUTIONdissolved in ether
  5. 5
    洗涤The ether solution was washed thoroughly with lN NaOH solution, water and brine
  6. 6
    干燥After drying the ether solution over anhydrous magnesium sulfate
  7. 7
    过滤filtering off the drying agent
  8. 8
    其他the solvent was evaporated off
  9. 9
    其他to leave the crude product which
  10. 10
    其他was crystallized from hexane and ether

实验过程

A mixture of 2-chloromethyl quinoline (0.05 mol), phenol (0.055 mol), finely powdered potassium carbonate (0.055 mol), cesium carbonate (0.005 mol) and sodium iodide (0.0025 mol) in acetone was refluxed for about 4 hours. The reaction mixture was cooled to room temperature and filtered and the filtrate was concentrated and dissolved in ether. The ether solution was washed thoroughly with lN NaOH solution, water and brine. After drying the ether solution over anhydrous magnesium sulfate, and filtering off the drying agent, the solvent was evaporated off to leave the crude product which was crystallized from hexane and ether to yield the desired compound as a light yellow solid, m.p. 79.5°-80.5° C.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US04725619uspto-grants-1988_02