Potassium Carbonate → HCID 59210414, compound

HRID 2243274Notes

Reaction equation

HRID 2243274 reaction equation
CS(O[CH:6]([C:8]1[CH:13]=[CH:12][C:11]([N+:14]([O-:16])=[O:15])=[C:10]([CH3:17])[CH:9]=1)[CH3:7])(=O)=O.[F:18][C:19]([F:26])([F:25])[C:20]1[CH:24]=[CH:23][NH:22][N:21]=1.C(=O)([O-])[O-].[K+].[K+].C1OCCOCCOCCOCCOCCOC1>C(#N)C.O>[CH3:17][C:10]1[CH:9]=[C:8]([CH:6]([N:22]2[CH:23]=[CH:24][C:20]([C:19]([F:26])([F:25])[F:18])=[N:21]2)[CH3:7])[CH:13]=[CH:12][C:11]=1[N+:14]([O-:16])=[O:15]

Participants

7

Reactant 4

HCID 11430Potassium CarbonateHCID 2855718-Crown-6HCID 18070343-(Trifluoromethyl)pyrazoleHCID 59210419HCID 59210419, compound

Product 1

HCID 59210414HCID 59210414, compoundYield 66.7%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6342AcetonitrileSolvent

Procedure

1-(3-Methyl-4-nitrophenyl)-ethyl methanesulfonate (2.59 g), 3-trifluoromethyl-1H-pyrazole (1.09 g), potassium carbonate (1.66 g) and 18-crown-6 (0.26 g) were refluxed in acetonitrile (100 ml) for 6 hours. After finishing the reaction, water (100 ml) was added to the mixture and extracted with ethyl acetate. The organic layer was washed with saturated aqueous solution of sodium bicarbonate and then dried with anhydrous sodium sulfate. After distilling off the solvent, the obtained residue was purified by silica gel column chromatography to obtain 1-[1-(3-methyl-4-nitrophenyl)-ethyl]-3-trifluoromethyl-1H-pyrazole (1.60 g).

Workup

  1. additionwas added to the mixture
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with saturated aqueous solution of sodium bicarbonate
  4. dry with materialdried with anhydrous sodium sulfate
  5. distillationAfter distilling off the solvent
  6. customthe obtained residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-465aa9c33fe84081bd46b9643ab6abd5
Source dataset
uspto-grants-2010_03
Patent number
US07674807B2

Reaction notes

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