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

HRID 2402732Notes

Reaction equation

HRID 2402732 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 overnight 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 A), (M+H)+: 325

Workup

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

Sources & evidence

ORD record
ord-b356e4fd8c3748c0b1563e95a535d43a
Source dataset
uspto-grants-2014_08
Patent number
US08796467B2

Reaction notes

Loading…