Potassium Permanganate → HCID 14678413, compound

HRID 477754Notes

Reaction equation

HRID 477754 reaction equation
[F:1][CH:2]([F:23])[O:3][C:4]1[C:9]([CH:10]=[O:11])=[C:8]([O:12][C:13]2[N:18]=[C:17]([O:19][CH3:20])[CH:16]=[C:15]([O:21][CH3:22])[N:14]=2)[CH:7]=[CH:6][CH:5]=1.[Mn]([O-])(=O)(=O)=[O:25].[K+]>CC(C)=O>[F:23][CH:2]([F:1])[O:3][C:4]1[C:9]([C:10]([OH:25])=[O:11])=[C:8]([O:12][C:13]2[N:14]=[C:15]([O:21][CH3:22])[CH:16]=[C:17]([O:19][CH3:20])[N:18]=2)[CH:7]=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 516875Potassium PermanganateHCID 14678418HCID 14678418, compound

Product 1

HCID 14678413HCID 14678413, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

6-difluoromethoxy-2-(4,6-dimethoxypyrimidin-2-yl)oxybenzaldehyde (3 g) was dissolved in acetone (30 ml). Then, an equimolar amount of an aqueous potassium permanganate solution (10 ml) was dropwise added thereto. The mixture was stirred at room temperature for 3 hours. Then, the precipitate was filtered. A large amount of water was added to the filtrate, and unreacted material was removed by extraction with ethyl ether. The aqueous phase was acidified with a 5% hydrochloric acid aqueous solution, and extracted with ethyl ether. The extract was washed with water and dried. Then, ethyl ether was distilled off under reduced pressure to obtain the above identified compound as white crystals (1.9 g). Melting point: 113°-115° C.

Workup

  1. filtrationThen, the precipitate was filtered
  2. additionA large amount of water was added to the filtrate, and unreacted material
  3. customwas removed by extraction with ethyl ether
  4. extractionextracted with ethyl ether
  5. washThe extract was washed with water
  6. customdried
  7. distillationThen, ethyl ether was distilled off under reduced pressure
  8. customto obtain the

Sources & evidence

ORD record
ord-149b5109e8224e8fbe3afe1c1e3029ca
Source dataset
uspto-grants-1989_12
Patent number
US04889552

Reaction notes

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