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

HRID 2294110Notes

Reaction equation

HRID 2294110 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]=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

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

  1. temperaturewas heated
  2. temperatureat reflux for 24 hours
  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-3db6a156205542db89498a3c235f51ea
Source dataset
uspto-grants-1997_11
Patent number
US05688795

Reaction notes

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