Trifluoroacetic acid → 1-Methoxy-4,5-dimethyl-2-nitrobenzene

HRID 377915

Reaction equation

HRID 377915 reaction equation
FC(F)(F)C(O)=O.[CH3:8][C:9]1[CH:10]=[C:11]([O:16][CH3:17])[CH:12]=[CH:13][C:14]=1[CH3:15].[N:18]([O-:20])=[O:19].[Na+]>O>[CH3:15][C:14]1[C:9]([CH3:8])=[CH:10][C:11]([O:16][CH3:17])=[C:12]([N+:18]([O-:20])=[O:19])[CH:13]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 784113,4-DimethylanisoleHCID 23668193Sodium Nitrite

Product 1

HCID 193571651-Methoxy-4,5-dimethyl-2-nitrobenzeneYield 55%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Trifluoroacetic acid(250 ml) was added into 3,4-dimethylanisole(17.1 g, 0.13 mol), successively sodium nitrite(16.6 g, 0.24 mol) was added slowly in water bath, and stirred at room temperature for 14 hrs. After trifluoroacetic acid was removed and water was added thereto, the resulting mixture was extracted with ether, and purified by column chromatography to obtain the titled compound.

Workup

  1. customAfter trifluoroacetic acid was removed
  2. additionwater was added
  3. extractionthe resulting mixture was extracted with ether
  4. custompurified by column chromatography

Sources & evidence

ORD record
ord-65c7820380f148e6823b876dab1e3971
Source dataset
uspto-grants-2000_02
Patent number
US06028195

Linked notes

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