Phenol → 2-Phenoxymethyl-quinoline

HRID 4372

反応式

HRID 4372 の反応式
Cl[CH2:2][C:3]1[CH:12]=[CH:11][C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]=1.[C:13]1([OH:19])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C(=O)([O-])[O-].[K+].[K+].C(=O)([O-])[O-].[Cs+].[Cs+].[I-].[Na+]>CC(C)=O>[O:19]([CH2:2][C:3]1[CH:12]=[CH:11][C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]=1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

参加物

7

反応物 5

HCID 996PhenolHCID 5238Sodium IodideHCID 10796Cesium carbonateHCID 11430Potassium CarbonateHCID 203942-(Chloromethyl)quinoline

生成物 1

HCID 137703592-Phenoxymethyl-quinoline

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

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.

後処理

  1. temperaturewas refluxed for about 4 hours
  2. filtrationfiltered
  3. concentrationthe filtrate was concentrated
  4. dissolutiondissolved in ether
  5. washThe ether solution was washed thoroughly with lN NaOH solution, water and brine
  6. dry with materialAfter drying the ether solution over anhydrous magnesium sulfate
  7. filtrationfiltering off the drying agent
  8. customthe solvent was evaporated off
  9. customto leave the crude product which
  10. customwas crystallized from hexane and ether

出典と根拠

ORDレコード
ord-735fc3dbd8da40b9ad499f1ee9ee5a7e
出典データセット
uspto-grants-1988_02
特許番号
US04725619

関連ノート

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