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

HRID 2278398Notes

Reaction equation

HRID 2278398 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[CH3:9].[N+:10]([O-])([O-:12])=[O:11].[K+]>OS(O)(=O)=O>[Br:1][C:2]1[CH:7]=[C:6]([N+:10]([O-:12])=[O:11])[C:5]([F:8])=[CH:4][C:3]=1[CH3:9]

Participants

4

Reactant 2

HCID 24434Potassium NitrateHCID 967432-Bromo-5-fluorotoluene

Product 1

HCID 100369831-Bromo-4-fluoro-2-methyl-5-nitrobenzeneYield 77.7%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

To a solution of 1-bromo-4-fluoro-2-methyl-benzene (20 g, 0.11 mol) in 160 mL H2SO4 was added KNO3 (116 g, 0.11 mol) in one portion at 0° C. The mixture was allowed to warm to rt and stirred overnight. The mixture was poured into ice water, extracted with EtOAc, dried over Na2SO4 and concentrated to give 1-bromo-4-fluoro-2-methyl-5-nitro-benzene (20 g) which was used in the subsequent reaction without purification.

Workup

  1. extractionextracted with EtOAc
  2. dry with materialdried over Na2SO4
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-11a38bef01eb499089837ced237de55c
Source dataset
uspto-grants-2015_09
Patent number
US09133180B2

Reaction notes

Loading…