Potassium Nitrate → 1-Bromo-4-fluoro-5-methyl-2-nitrobenzene

HRID 369238

Reaction equation

HRID 369238 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([F:9])=[C:6]([CH3:8])[CH:7]=1.[N+:10]([O-])([O-:12])=[O:11].[K+]>S(=O)(=O)(O)O>[Br:1][C:2]1[C:3]([N+:10]([O-:12])=[O:11])=[CH:4][C:5]([F:9])=[C:6]([CH3:8])[CH:7]=1

Participants

4

Reactant 2

HCID 24434Potassium NitrateHCID 1235275-Bromo-2-fluorotoluene

Product 1

HCID 232846641-Bromo-4-fluoro-5-methyl-2-nitrobenzeneYield 104.5%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

5-Bromo-2-fluorotoluene (7.65 g) was added to concentrated sulfuric acid (40 ml), and potassium nitrate (4.2 g) was added portionwise to the mixture at -20° C. The temperature of the reaction mixture was given back to room temperature to conduct stirring for 3 days, and then poured into ice water to conduct extraction with ethyl acetate. After an organic layer was dried over anhydrous magnesium sulfate, the solvent was distilled off to obtain the title compound (9.9 g) as a pale yellow oil.

Workup

  1. additionwas added portionwise to the mixture at -20° C
  2. customwas given back to room temperature
  3. extractionextraction with ethyl acetate
  4. dry with materialAfter an organic layer was dried over anhydrous magnesium sulfate
  5. distillationthe solvent was distilled off

Sources & evidence

ORD record
ord-6f2bc81ea0144785a0dd9ea6908bf2aa
Source dataset
uspto-grants-2000_10
Patent number
US06136823

Linked notes

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