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>O.OO.[Ni].C1C=CC=CC=1>[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
Conditions
- Temperature
- 25 °C
Procedure
A mixture of 2-fluoro-1-(4,5-dihydrooxazol-2-yl)benzene (4.5 g, 27.3 mmol), nickel peroxide hydrate (7 g) and benzene (40 mL) was heated 24 hours at reflux. The reaction mixture was allowed to cool to 25° C., then 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-ylbenzene (0.5 g, 3.07 mmol).
Workup
- temperaturewas heated 24 hours
- temperatureat reflux
- 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-48ba53625fdd416cac32ff243cbe01ba
- Source dataset
- uspto-grants-1999_01
- Patent number
- US05859014
Reaction notes
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