Potassium Nitrate → 2,4-Difluoro-5-nitrobenzoic acid

HRID 1415946Notes

Reaction equation

HRID 1415946 reaction equation
[F:1][C:2]1[CH:10]=[C:9]([F:11])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[N+:12]([O-])([O-:14])=[O:13].[K+]>S(=O)(=O)(O)O>[F:1][C:2]1[CH:10]=[C:9]([F:11])[C:8]([N+:12]([O-:14])=[O:13])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]

Participants

4

Reactant 2

HCID 24434Potassium NitrateHCID 741022,4-Difluorobenzoic acid

Product 1

HCID 27828222,4-Difluoro-5-nitrobenzoic acidYield 84.8%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

To 500 ml of conc. sulfuric acid was added 151 g of 2,4-difluorobenzoic acid. With ice cooling and stirring, 114 g of potassium nitrate powder was added thereto in portions over 30 minutes. Stirring was continued for a further 1 hour, yielding a sherbet-like precipitate. The reaction solution was poured into 1.5 L of ice water and stirred for 30 minutes. The precipitate was collected by filtration, washed with 1 L of distilled water, air dried, and then dried in vacua over phosphorus pentoxide to give 164.5 g of 2,4-difluoro-5-nitrobenzoic acid as colorless crystals.

Workup

  1. stirringStirring
  2. waitwas continued for a further 1 hour
  3. customyielding a sherbet-like precipitate
  4. stirringstirred for 30 minutes
  5. filtrationThe precipitate was collected by filtration
  6. washwashed with 1 L of distilled water, air
  7. customdried
  8. dry with materialdried in vacua over phosphorus pentoxide

Sources & evidence

ORD record
ord-4157a8d460d949969b254b7685e2809b
Source dataset
uspto-grants-1999_06
Patent number
US05910498

Reaction notes

Loading…