1-Iodo-2-methyl-4-(trifluoromethyl)benzene → HCID 57704804, compound

HRID 2093180Notes

Reaction equation

HRID 2093180 reaction equation
OS(O)(=O)=O.[N+:6]([O-:9])(O)=[O:7].[CH3:10][C:11]1[CH:16]=[C:15]([C:17]([F:20])([F:19])[F:18])[CH:14]=[CH:13][C:12]=1[I:21]>O>[CH3:10][C:11]1[CH:16]=[C:15]([C:17]([F:18])([F:20])[F:19])[CH:14]=[C:13]([N+:6]([O-:9])=[O:7])[C:12]=1[I:21]

Participants

4

Reactant 2

HCID 210779091-Iodo-2-methyl-4-(trifluoromethyl)benzeneHCID 71777668Sulfuric acid, mixt. with nitric acid

Product 1

HCID 57704804HCID 57704804, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
0 °C

Procedure

A 1:1 mixture of H2SO4/HNO3 (20 ml) was added to 2-methyl-4-trifluoromethylphenyl iodide at 0° C. The mixture was stirred at 0° C. and then warmed to room temperature overnight. LC/MS analysis indicated no remaining starting material. The mixture was diluted with water and extracted with EtOAc (3×50 ml). The combined EtOAc layers were washed with sodium bicarbonate and brine and dried over sodium sulfate. The title compound was obtained after removal of solvent. 1H NMR (CDCl3, 500 MHz): δ 7.71 (s, 1H), 7.69 (s, 1H), 2.68 (s, 3H).

Workup

  1. temperaturewarmed to room temperature overnight
  2. extractionextracted with EtOAc (3×50 ml)
  3. washThe combined EtOAc layers were washed with sodium bicarbonate and brine
  4. dry with materialdried over sodium sulfate

Sources & evidence

ORD record
ord-6c9ca2a50f224caebd79bf8fbc501fb9
Source dataset
uspto-grants-2013_05
Patent number
US08440702B2

Reaction notes

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