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

HRID 342614Notes

Reaction equation

HRID 342614 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 acids containing 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 portionwise at the inner temperature of 55°-70° C. with stirring, and then stirring was continued for 2 hours at room temperature. The reaction mixture was poured into ice and extracted with isopropyl ether. The extract was washed with brine, and then dried and concentrated to give 30.6 g of yellow crystals.

Workup

  1. additionTo a mixture of acids
  2. additionwas added portionwise at the inner temperature of 55°-70° C.
  3. stirringstirring
  4. additionThe reaction mixture was poured into ice
  5. extractionextracted with isopropyl ether
  6. washThe extract was washed with brine
  7. customdried
  8. concentrationconcentrated

Sources & evidence

ORD record
ord-eae2b236fa1a447c8cccd1d4f995a8fc
Source dataset
uspto-grants-1999_01
Patent number
US05859026

Reaction notes

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