반응 #4468

ord-735fc3dbd8da40b9ad499f1ee9ee5a7e

반응 방정식

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

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도was refluxed for about 4 hours
  2. 2
    여과filtered
  3. 3
    농축the filtrate was concentrated
  4. 4
    workup.DISSOLUTIONdissolved in ether
  5. 5
    세척The ether solution was washed thoroughly with lN NaOH solution, water and brine
  6. 6
    건조After drying the ether solution over anhydrous magnesium sulfate
  7. 7
    여과filtering off the drying agent
  8. 8
    기타the solvent was evaporated off
  9. 9
    기타to leave the crude product which
  10. 10
    기타was crystallized from hexane and ether

실험 절차

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.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US04725619uspto-grants-1988_02