HCID 54429599, compound → 2-(2-FLUOROPHENYL)OXAZOLE

HRID 342546Notes

Reaction equation

HRID 342546 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]=1

Participants

4

Reactant 1

HCID 54429599HCID 54429599, compound

Product 1

HCID 106070862-(2-FLUOROPHENYL)OXAZOLEYield 11.2%

Reagents, catalysts & solvents 2

HCID 7131114086676-91-7CatalystHCID 241BenzeneSolvent

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

  1. temperaturewas heated 24 hours
  2. temperatureat reflux
  3. filtrationfiltered
  4. concentrationconcentrated by rotary evaporation
  5. customThe residue was purified on silica gel by column chromatography
  6. 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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