Nitric Acid → 3-Nitro-4-(trifluoromethoxy)benzoic acid

HRID 1678522Notes

Reaction equation

HRID 1678522 reaction equation
[F:1][C:2]([F:14])([F:13])[O:3][C:4]1[CH:12]=[CH:11][C:7]([C:8]([OH:10])=[O:9])=[CH:6][CH:5]=1.[N+:15]([O-])([OH:17])=[O:16]>S(=O)(=O)(O)O>[N+:15]([C:5]1[CH:6]=[C:7]([CH:11]=[CH:12][C:4]=1[O:3][C:2]([F:13])([F:14])[F:1])[C:8]([OH:10])=[O:9])([O-:17])=[O:16]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 676134-(Trifluoromethoxy)benzoic acid

Product 1

HCID 186262173-Nitro-4-(trifluoromethoxy)benzoic acid

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent2×

Procedure

To a stirred solution of 4-trifluoromethoxybenzoic acid (2.96 g) in concentrated sulphuric acid (19 ml) at room temperature was added a mixture of concentrated nitric acid (8.5 ml) and concentrated sulphuric acid (8.5 ml) drop-wise. After 15 min a white precipitate had formed. The reaction was slowly poured onto ice (approx. 100 ml). Once the ice had melted the resulting suspension was filtered, and the residue washed with water (3×10 ml) and then dried in vacuo to give the title compound as a white solid (3.41 g).

Workup

  1. customAfter 15 min a white precipitate had formed
  2. additionThe reaction was slowly poured onto ice (approx. 100 ml)
  3. filtrationwas filtered
  4. washthe residue washed with water (3×10 ml)
  5. customdried in vacuo

Sources & evidence

ORD record
ord-fb5fd0554c8741019fa9ee82b2b957cd
Source dataset
uspto-grants-2011_08
Patent number
US08008303B2

Reaction notes

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