Potassium Carbonate → 2-Bromo-1-(4-fluoro-3-methylphenyl)ethanone

HRID 84767Notes

Reaction equation

HRID 84767 reaction equation
[Br:1][CH2:2][C:3]([O:5]C)=O.[F:7][C:8]1[CH:13]=[CH:12][C:11](C2N=C(C3C=CC=CC=3)NC=2)=[CH:10][C:9]=1[CH3:25].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[Br:1][CH2:2][C:3]([C:11]1[CH:12]=[CH:13][C:8]([F:7])=[C:9]([CH3:25])[CH:10]=1)=[O:5]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 60984Methyl bromoacetate2×HCID 178422927HCID 178422927, compound

Product 1

HCID 109773012-Bromo-1-(4-fluoro-3-methylphenyl)ethanone

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

0.41 mL methyl bromoacetate was added to 1 g 4-(4-fluoro-3-methyl-phenyl)-2-phenyl-1H-imidazole and 1.66 g potassium carbonate in 10 mL DMF. The reaction was stirred 3 h at RT. Then 0.41 mL methyl bromoacetate was added and the reaction was stirred over night at RT. The reaction mixture was added to ice water and extracted with DCM. The organic layer was dried and evaporated to give 1 g desired product. Rt: 0.94 min (method B), (M+H)+: 325

Workup

  1. stirringthe reaction was stirred over night at RT
  2. extractionextracted with DCM
  3. customThe organic layer was dried
  4. customevaporated

Sources & evidence

ORD record
ord-49f80cdd3df74785b4c3d86c3f87f02e
Source dataset
uspto-grants-2014_09
Patent number
US08846948B2

Reaction notes

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