Nitric Acid → 3,5-difluoro-2-nitrobenzoic acid

HRID 1910217Notes

Reaction equation

HRID 1910217 reaction equation
[N+:1]([O-:4])(O)=[O:2].OS(O)(=O)=O.[F:10][C:11]1[CH:12]=[C:13]([CH:17]=[C:18]([F:20])[CH:19]=1)[C:14]([OH:16])=[O:15]>>[F:10][C:11]1[C:12]([N+:1]([O-:4])=[O:2])=[C:13]([CH:17]=[C:18]([F:20])[CH:19]=1)[C:14]([OH:16])=[O:15]

Participants

4

Reactant 3

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 1012653,5-Difluorobenzoic acid

Product 1

HCID 27833653,5-difluoro-2-nitrobenzoic acidYield 80%

Procedure

10.0 mL of conc. HNO3 at 0° C. was treated with 20.0 mL of conc. H2SO4, then 6.4 g (40 mmol) of 3,5-difluorobenzoic acid. The reaction mixture was warmed to room temperature and stirred overnight, then poured into a beaker containing ice. The resulting solid was collected, washed with cold water and dried to produce 8.0 g (80%) of 3,5-difluoro-2-nitro-benzoic acid. LCMS: 204 (M+1)+.

Workup

  1. additionpoured into a beaker
  2. additioncontaining ice
  3. customThe resulting solid was collected
  4. washwashed with cold water
  5. customdried

Sources & evidence

ORD record
ord-33cb9c905f1b40d0a70773474dc32371
Source dataset
uspto-grants-2013_12
Patent number
US08598353B2

Reaction notes

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