Nitric Acid → 2,4,5-Trifluoro-3-methyl-6-nitrobenzoic acid

HRID 1078263Notes

Reaction equation

HRID 1078263 reaction equation
[N+:1]([O-:4])(O)=[O:2].[F:5][C:6]1[C:14]([CH3:15])=[C:13]([F:16])[C:12]([F:17])=[CH:11][C:7]=1[C:8]([OH:10])=[O:9]>S(=O)(=O)(O)O>[F:5][C:6]1[C:14]([CH3:15])=[C:13]([F:16])[C:12]([F:17])=[C:11]([N+:1]([O-:4])=[O:2])[C:7]=1[C:8]([OH:10])=[O:9]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 118055142,4,5-Trifluoro-3-methylbenzoic acid

Product 1

HCID 98375732,4,5-Trifluoro-3-methyl-6-nitrobenzoic acid

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

To a mixture of 370 ml of conc. sulfuric acid and 61.2 ml of 70% nitric acid, 36.6 g of 2,4,5-trifluoro-3-methylbenzoic acid was added at 55° to 70° C. by portions with stirring. After 2 hours at room temperature, the reaction mixture was poured into ice and extracted with isopropyl ether. The combined extracts were washed with brine, dried and evaporated to give 30.6 g of the desired compound as yellow crystals.

Workup

  1. additionwas added at 55° to 70° C. by portions
  2. additionthe reaction mixture was poured into ice
  3. extractionextracted with isopropyl ether
  4. washThe combined extracts were washed with brine
  5. customdried
  6. customevaporated

Sources & evidence

ORD record
ord-7a49aa5fa8f14ac1b02f30f4d579a1c3
Source dataset
uspto-grants-1996_08
Patent number
US05547962

Reaction notes

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