Hydrogen Peroxide → 5-Fluoro-3-pyridinol N-oxide
Reaction equation
[F:1][C:2]1[CH:3]=[C:4]([OH:8])[CH:5]=[N:6][CH:7]=1.[OH:9]O>C(O)(=O)C>[F:1][C:2]1[CH:3]=[C:4]([OH:8])[CH:5]=[N+:6]([O-:9])[CH:7]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 70 °C
Procedure
A solution of 1.5 g (13.26 mmol) of 5-fluoro-3-pyridinol in 8 ml of acetic acid is heated to 70° C. and 1.25 ml (14.6 mmol) of 35% hydrogen peroxide are added gradually. The reaction mixture is stirred for 15 hours at 70° C. and then concentrated under reduced pressure; 50 ml of cold water are added to the evaporation residue and the mixture is stirred for 1 hour. The precipitate obtained is filtered off, rinsed with water and with a minimum amount of cold ethyl acetate on the filter and then dried to give 930 mg of the expected product in the form of a white powder (yield=55%).
Workup
- concentrationconcentrated under reduced pressure
- addition50 ml of cold water are added to the evaporation residue
- stirringthe mixture is stirred for 1 hour
- customThe precipitate obtained
- filtrationis filtered off
- washrinsed with water and with a minimum amount of cold ethyl acetate on the
- filtrationfilter
- customdried
Sources & evidence
- ORD record
- ord-ee6bc25e092a404381519232f7ccdcc1
- Source dataset
- uspto-grants-2008_12
- Patent number
- US07470671B2
Reaction notes
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