Nitric Acid → HCID 14896543, compound

HRID 1110726Notes

Reaction equation

HRID 1110726 reaction equation
[Cl:1][C:2]1[C:3]([F:13])=[C:4]([CH:8]=[C:9]([F:12])[C:10]=1[F:11])[C:5]([OH:7])=[O:6].[N+:14]([O-])([OH:16])=[O:15]>S(=O)(=O)(O)O>[Cl:1][C:2]1[C:3]([F:13])=[C:4]([C:8]([N+:14]([O-:16])=[O:15])=[C:9]([F:12])[C:10]=1[F:11])[C:5]([OH:7])=[O:6]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 27342693-Chloro-2,4,5-trifluorobenzoic Acid

Product 1

HCID 14896543HCID 14896543, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of 42.1 g (200 mmol) of 3-chloro-2,4,5-trifluorobenzoic acid (E.P.O. No. 0 183 129) in 100 ml of sulfuric acid was added concentrated nitric acid (50 ml) dropwise such that the reaction temperature stayed below 40° C. The reaction mixture was heated at 60° C. for 18 hours, then poured cautiously onto 500 g of ice water. The aqueous solution was extracted with ether, and the ether extracts were washed with water, dried over magnesium sulfate, and concentrated to give 26.5 g of 3-chloro-2,4,5-trifluoro-6-nitrobenzoic acid.

Workup

  1. customstayed below 40° C
  2. extractionThe aqueous solution was extracted with ether
  3. washthe ether extracts were washed with water
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-157444748f5b46aba0f22c038a2a65b6
Source dataset
uspto-grants-1990_12
Patent number
US04977154

Reaction notes

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