Potassium Iodide → HCID 14501708, compound

HRID 1904669Notes

Reaction equation

HRID 1904669 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([OH:9])=[CH:5][CH:4]=1.Cl.Cl[CH2:12][C:13]1[CH:14]=[C:15]([CH:28]=[CH:29][CH:30]=1)[O:16][CH2:17][C:18]1[CH:27]=[CH:26][C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[N:19]=1.C(=O)([O-])[O-].[K+].[K+].[I-].[K+]>CC(C)=O>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([O:9][CH2:12][C:13]2[CH:14]=[C:15]([CH:28]=[CH:29][CH:30]=2)[O:16][CH2:17][C:18]2[CH:27]=[CH:26][C:25]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[N:19]=2)=[CH:5][CH:4]=1

Participants

6

Reactant 4

HCID 4875Potassium IodideHCID 90154-MethoxyphenolHCID 11430Potassium CarbonateHCID 145017072-(3-Chloromethylphenoxymethyl)quinoline hydrochloride

Product 1

HCID 14501708HCID 14501708, compoundYield 56.5%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 1.2 g (0.01 mol) 4-methoxyphenol, 3.2 g (0.01 mol) 2-(3-chloromethylphenoxymethyl)quinoline hydrochloride,, 2.8 g (0.02 mol) potassium carbonate and 2.8 g (0.017 mol) potassium iodide in 100 ml acetone was refluxed over a period of 24 hours. Reaction mixture was concentrated to dryness and slurried into water and extracted with ether. The ether extract was washed with water, dried over MgSO4 and concentrated to dryness under reduced pressure to obtain solid. Recrystallization from isopropanol yielded 2.1 g product, m.p. 83°-85° C.

Workup

  1. temperaturewas refluxed over a period of 24 hours
  2. customReaction mixture
  3. concentrationwas concentrated to dryness
  4. extractionextracted with ether
  5. extractionThe ether extract
  6. washwas washed with water
  7. dry with materialdried over MgSO4
  8. concentrationconcentrated to dryness under reduced pressure
  9. customto obtain solid
  10. customRecrystallization from isopropanol

Sources & evidence

ORD record
ord-b17b0e22cc8c4cb2be021b586986d99d
Source dataset
uspto-grants-1989_06
Patent number
US04839369

Reaction notes

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