Water → 5-Fluoro-3-methyl-2-nitrobenzoic acid

HRID 655934Notes

Reaction equation

HRID 655934 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([CH3:11])[CH:10]=1)[C:5]([OH:7])=[O:6].[N+:12]([O-])([O-:14])=[O:13].[K+].O>OS(O)(=O)=O>[F:1][C:2]1[CH:10]=[C:9]([CH3:11])[C:8]([N+:12]([O-:14])=[O:13])=[C:4]([CH:3]=1)[C:5]([OH:7])=[O:6]

Participants

5

Reactant 3

HCID 962WaterHCID 24434Potassium NitrateHCID 27784473-Fluoro-5-methylbenzoic acid

Product 1

HCID 534307765-Fluoro-3-methyl-2-nitrobenzoic acid

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

To a solution of 3-fluoro-5-methylbenzoic acid (1.0 eq.) in conc. H2SO4 was added slowly KNO3 (1.1 eq.) at 0° C. The mixture was stirred at RT for 1 h and then slowly poured into iced water. After stirring to until the ice has completely melted, the white precipitation was filtered, washed with cold water and dried under reduced pressure. The white solid was used without further purification for the next step. 1H NMR (400 MHz, DMSO, 300K) δ 14.08 (1H, br. s), 7.65 (2H, m), 2.30 (3H, s).

Workup

  1. customthe white precipitation
  2. filtrationwas filtered
  3. washwashed with cold water
  4. customdried under reduced pressure
  5. customThe white solid was used without further purification for the next step

Sources & evidence

ORD record
ord-40611bb438ed41998c17be98b3199c19
Source dataset
uspto-grants-2011_12
Patent number
US08071623B2

Reaction notes

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