Water → HCID 15269531, compound

HRID 622687Notes

Reaction equation

HRID 622687 reaction equation
IC.[F:3][C:4]1[CH:13]=[C:12]2[C:7]([C:8]([OH:14])=[CH:9][CH:10]=[N:11]2)=[CH:6][CH:5]=1.[C:15](=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[F:3][C:4]1[CH:13]=[C:12]2[C:7]([C:8](=[O:14])[CH:9]=[CH:10][N:11]2[CH3:15])=[CH:6][CH:5]=1

Participants

6

Reactant 4

HCID 962WaterHCID 6328Methyl iodide2×HCID 11430Potassium Carbonate2×HCID 178516440HCID 178516440, compound

Product 1

HCID 15269531HCID 15269531, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Iodomethane (11.6 ml) was added to a stirred suspension of 7-fluoro-4-hydroxyquinoline (25 g) and anhydrous potassium carbonate (21.7 g) in dimethylformamide (120 ml) and stirring was continued for 15 hours at room temperature. Further quantities of iodomethane (5.8 ml) and anhydrous potassium carbonate (10.85 g) were added and the mixture stirred for a further 2.5 hours at 40°. The mixture was then cooled to room temperature and poured into water (750 ml). The solid product was collected and crystallised from water to give 7-fluoro-1-methyl-4-quinolone, m.p. 146°-149°.

Workup

  1. stirringthe mixture stirred for a further 2.5 hours at 40°
  2. customThe solid product was collected
  3. customcrystallised from water

Sources & evidence

ORD record
ord-5b4107eb6a64411eae8c6c264bcca0db
Source dataset
uspto-grants-1988_09
Patent number
US04772614

Reaction notes

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