HCID 54429599, compound → 2-(2-Fluorophenyl)oxazole
Reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[O:9][CH2:10][CH2:11][N:12]=1>C1C=CC=CC=1.O.OO.[Ni]>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[O:9][CH:10]=[CH:11][N:12]=1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
A mixture of 2-fluoro-1-(4,5-dihydrooxazol-2-yl)benzene (4.5 g, 27.3 mmol) and nickel peroxide hydrate (7 g) in 40 mL of benzene was heated at reflux for 24 hours. The mixture was allowed to cool to room temperature, filtered and concentrated by rotary evaporation. The residue was purified on silica gel by column chromatography eluting with hexanes/ethyl acetate (5:1) to give 2-fluoro-1-oxazol-2-yl-benzene (0.5 g, 3.07 mmol).
Workup
- temperaturewas heated
- temperatureat reflux for 24 hours
- filtrationfiltered
- concentrationconcentrated by rotary evaporation
- customThe residue was purified on silica gel by column chromatography
- washeluting with hexanes/ethyl acetate (5:1)
Sources & evidence
- ORD record
- ord-3db6a156205542db89498a3c235f51ea
- Source dataset
- uspto-grants-1997_11
- Patent number
- US05688795
Reaction notes
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