Hydrogen Peroxide → 2-Bromo-5-fluoropyridine 1-oxide

HRID 1907874Notes

Reaction equation

HRID 1907874 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][N:3]=1.FC(F)(F)C(O)=[O:12].OO>O>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][N+:3]=1[O-:12]

Participants

5

Reactant 3

HCID 784Hydrogen PeroxideHCID 6422Trifluoroacetic acidHCID 27831712-Bromo-5-fluoropyridine

Product 1

HCID 552510482-Bromo-5-fluoropyridine 1-oxide

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2-Bromo-5-fluoropyridine (15 g, 85.6 mmol), trifluoroacetic acid (70 mL, 908 mmol) and hydrogen peroxide (35% in water) (9 mL, 105 mmol) were stirred overnight at 70° C. The mixture was poured into water and extracted with dichloromethane. The organic layers were washed with NaHCO3 (aq), dried over MgSO4 and the solvent was removed i.vac.

Workup

  1. extractionextracted with dichloromethane
  2. washThe organic layers were washed with NaHCO3 (aq)
  3. dry with materialdried over MgSO4
  4. customthe solvent was removed i.vac

Sources & evidence

ORD record
ord-bbe4fada2d864a138ac62051dc94f10b
Source dataset
uspto-grants-2013_12
Patent number
US08598190B2

Reaction notes

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