3-(Trifluoromethyl)aniline → HCID 53671598, compound

HRID 893186Notes

Reaction equation

HRID 893186 reaction equation
C(=O)([O-])[O-].[K+].[K+].Cl[CH2:8][CH:9]=[CH:10][CH3:11].[NH2:12][C:13]1[CH:14]=[C:15]([C:19]([F:22])([F:21])[F:20])[CH:16]=[CH:17][CH:18]=1>CN(C)C=O>[CH2:8]([NH:12][C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([C:19]([F:20])([F:21])[F:22])[CH:14]=1)[CH:9]=[CH:10][CH3:11]

Participants

5

Reactant 3

HCID 73753-(Trifluoromethyl)anilineHCID 11430Potassium CarbonateHCID 11589Crotyl chloride

Product 1

HCID 53671598HCID 53671598, compoundYield 65.5%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1.4 g of anhydrous potassium carbonate and 1.0 g of 1-chloro-2-butene were added to 1.6 g of 3-aminobenzotrifluoride in 30 ml of dimethylformamide, followed by stirring at 70°-90° C. for 2 hours. Potassium carbonate was then removed by filtration, and 100 ml of an aqueous saturated sodium chloride solution were added and extraction was then carried out with toluene. After drying over anhydrous sodium sulfate, the solvent was distilled off, and silica gel chromatography was then done to obtain 1.4 g of the desired compound.

Workup

  1. customPotassium carbonate was then removed by filtration, and 100 ml of an aqueous saturated sodium chloride solution
  2. additionwere added
  3. extractionextraction
  4. dry with materialAfter drying over anhydrous sodium sulfate
  5. distillationthe solvent was distilled off

Sources & evidence

ORD record
ord-76dc8d75cd534749bb4c9ba6fe25cfbd
Source dataset
uspto-grants-1992_06
Patent number
US05123954

Reaction notes

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