反応 #4468

反応方程式

2-chloromethyl quinoline

phenol

potassium carbonate

cesium carbonate

sodium iodide

→

desired compound

2-Phenoxymethyl quinoline

溶媒

acetone

反応条件

後処理

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

実験手順

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.

出典