Nitric Acid → HCID 57418549, compound

HRID 598726Notes

Reaction equation

HRID 598726 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[C:7]([C:12]([F:15])([F:14])[F:13])[CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[N+:16]([O-])([OH:18])=[O:17].OS(O)(=O)=O.O>CC(O)=O>[C:1]([C:5]1[CH:10]=[C:9]([N+:16]([O-:18])=[O:17])[C:8]([OH:11])=[C:7]([C:12]([F:13])([F:14])[F:15])[CH:6]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

6

Reactant 4

HCID 944Nitric AcidHCID 962WaterHCID 1118Sulfuric AcidHCID 126521024-tert-Butyl-2-(trifluoromethyl)phenol

Product 1

HCID 57418549HCID 57418549, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
0 °C

Procedure

4-tert-Butyl-2-trifluoromethyl-phenol (70 mg, 0.32 mmol) was dissolved in 3 mL AcOH/1.5 mL water and cooled to 0° C. HNO3 (1.5 mL) and catalytic H2SO4 were added and the reaction was allowed to warm to room temperature. Stirring was continued overnight, after which water was added and the compound was extracted into EtOAc. The organic layer was dried over MgSO4 and concentrated to yield 34 mg of final compound. Calculated mass=263. Observed mass=264

Workup

  1. temperatureto warm to room temperature
  2. extractionthe compound was extracted into EtOAc
  3. dry with materialThe organic layer was dried over MgSO4
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-dd788e680a9c4f48aa2701f26218199f
Source dataset
uspto-grants-2011_03
Patent number
US07897599B2

Reaction notes

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