Potassium Carbonate → 5-Isopropyl-2-nitroaniline

HRID 1859555Notes

Reaction equation

HRID 1859555 reaction equation
FC(F)(F)C([NH:5][C:6]1[CH:11]=[C:10]([CH:12]([CH3:14])[CH3:13])[CH:9]=[CH:8][C:7]=1[N+:15]([O-:17])=[O:16])=O.C(=O)([O-])[O-].[K+].[K+]>CO.O>[CH:12]([C:10]1[CH:9]=[CH:8][C:7]([N+:15]([O-:17])=[O:16])=[C:6]([NH2:5])[CH:11]=1)([CH3:14])[CH3:13]

Participants

5

Reactant 2

HCID 11430Potassium CarbonateHCID 225730622,2,2-Trifluoro-N-(5-isopropyl-2-nitro-phenyl)-acetamide

Product 1

HCID 225728525-Isopropyl-2-nitroaniline

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

2,2,2-Trifluoro-N-(5-isopropyl-2-nitro-phenyl)-acetamide (prepared in Example OO-1; 9.4 g, 34 mmol) was dissolved in MeOH (30 mL) and treated with 7% aqueous potassium carbonate solution. The reaction mixture was stirred overnight at room temperature. The reaction was diluted with water (30 mL) and extracted with EtOAc (3×50 mL). The organic layer was washed with saturated NaHCO3 solution and brine, dried (MgSO4), and concentrated. The crude product was used further without any purification. MS(APCI): 181 (M+H).

Workup

  1. extractionextracted with EtOAc (3×50 mL)
  2. washThe organic layer was washed with saturated NaHCO3 solution and brine
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated
  5. customThe crude product was used further without any purification

Sources & evidence

ORD record
ord-c5e5da97a19e44b8b2db18b23ded8d49
Source dataset
uspto-grants-2003_03
Patent number
US06528510B1

Reaction notes

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