Nitric Acid → 2,6-Difluoro-3-nitrobenzoic acid

HRID 1910235Notes

Reaction equation

HRID 1910235 reaction equation
[N+:1]([O-:4])(O)=[O:2].OS(O)(=O)=O.[F:10][C:11]1[CH:19]=[CH:18][CH:17]=[C:16]([F:20])[C:12]=1[C:13]([OH:15])=[O:14]>>[F:10][C:11]1[C:19]([N+:1]([O-:4])=[O:2])=[CH:18][CH:17]=[C:16]([F:20])[C:12]=1[C:13]([OH:15])=[O:14]

Participants

4

Reactant 3

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 97962,6-Difluorobenzoic acid

Product 1

HCID 3026292,6-Difluoro-3-nitrobenzoic acidYield 80%

Procedure

5.0 mL of conc. HNO3 at 0° C. was slowly treated with 10.0 mL of colic. H2SO4, then 3.2 g (20 mmol) of 2,6-difluoro-benzoic acid. The reaction mixture was warmed to room temperature and stirred overnight. The mixture was poured into a beaker containing ice. The resulting solid was collected by filtration, washed with cold water and dried to produce 4.0 g (80%) of 2,6-difluoro-3-nitro-benzoic acid as a white solid. LCMS: 204 (M+1)+.

Workup

  1. additionThe mixture was poured into a beaker
  2. additioncontaining ice
  3. filtrationThe resulting solid was collected by filtration
  4. washwashed with cold water
  5. customdried

Sources & evidence

ORD record
ord-896ec0f907fd412c9c1b27c56f056402
Source dataset
uspto-grants-2013_12
Patent number
US08598353B2

Reaction notes

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