Nitric Acid → 2,3,4,5-Tetrafluoronitrobenzene

HRID 542476

Reaction equation

HRID 542476 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[C:4]([F:9])[C:3]=1[F:10].[N+:11]([O-])([OH:13])=[O:12]>S(=O)(=O)(O)O>[F:1][C:2]1[C:3]([F:10])=[C:4]([F:9])[C:5]([F:8])=[CH:6][C:7]=1[N+:11]([O-:13])=[O:12]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 110841,2,3,4-Tetrafluorobenzene

Product 1

HCID 796912,3,4,5-Tetrafluoronitrobenzene

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent2×

Conditions

Temperature
0 °C

Procedure

To one liter of concentrated sulfuric acid was added, at 5° C., 100 ml of 1,2,3,4-tetrafluorobenzene. Then a mixture of 100 ml of 70% nitric acid premixed with 200 ml of concentrated sulfuric acid at 0° C. was slowly added. The reaction was stirred at 0° C. for one hour, and then one hour at 25° C. The mixture was poured over ice and extracted with dichloromethane, which was dried and concentrated to give 120 g of a thick residue which was one spot thin layer chromatography. This product was used for the next step without purification.

Workup

  1. additionwas slowly added
  2. customone hour
  3. customat 25° C
  4. additionThe mixture was poured over ice
  5. extractionextracted with dichloromethane, which
  6. customwas dried
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-f48286dde38e44889ba6f4c2c862d986
Source dataset
uspto-grants-1987_04
Patent number
US04657913

Linked notes

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