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

HRID 1505484Notes

Reaction equation

HRID 1505484 reaction equation
S(=O)(=O)(O)O.[F:6][C:7]1[CH:15]=[CH:14][CH:13]=[C:12]([F:16])[C:8]=1[C:9]([OH:11])=[O:10].[N+:17]([O-])([O-:19])=[O:18].[K+]>>[F:6][C:7]1[C:15]([N+:17]([O-:19])=[O:18])=[CH:14][CH:13]=[C:12]([F:16])[C:8]=1[C:9]([OH:11])=[O:10]

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 97962,6-Difluorobenzoic acidHCID 24434Potassium Nitrate

Product 1

HCID 3026292,6-Difluoro-3-nitrobenzoic acidYield 71%

Procedure

Concentrated sulfuric acid (5 mL) was added into 2,6-difluoro benzoic acid (1.4 g, 9 mmol) and potassium nitrate (1 g, 9.9 mmol) was added gradually at 0° C. After the temperature of the reactant was elevated to a room temperature, the reactant was stirred for 24 hours. After pouring ice water into the reaction solution, extracting with ethylacetate, drying with sulfuric anhydride magnesium, and vacuum concentrating, the filtrate solid was washed with diethyl ether, and dried, so that 1.3 g of the target compound, 2,6-difluoro-3-nitro benzoic acid (percentage yield: 71%), was obtained.

Workup

  1. additionwas added gradually at 0° C
  2. customwas elevated to a room temperature
  3. extractionextracting with ethylacetate
  4. dry with materialdrying with sulfuric anhydride magnesium, and vacuum
  5. concentrationconcentrating
  6. washthe filtrate solid was washed with diethyl ether

Sources & evidence

ORD record
ord-023746246fe34d8fa76db688e8f3eb42
Source dataset
uspto-grants-2015_12
Patent number
US09216981B2

Reaction notes

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