Nitric Acid → 6-Bromo-3,4-difluoro-2-nitrophenol

HRID 889267Notes

Reaction equation

HRID 889267 reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([F:9])=[CH:4][C:3]=1[OH:10].[N+:11]([O-])([OH:13])=[O:12]>S([O-])([O-])(=O)=O.[Ni+].[NH4+].ClCCl>[Br:1][C:2]1[C:3]([OH:10])=[C:4]([N+:11]([O-:13])=[O:12])[C:5]([F:9])=[C:6]([F:8])[CH:7]=1

Participants

5

Reactant 2

HCID 944Nitric AcidHCID 27362882-Bromo-4,5-difluorophenol

Product 1

HCID 840832366-Bromo-3,4-difluoro-2-nitrophenol

Reagents, catalysts & solvents 2

HCID 171000000CID 171000000CatalystHCID 6344DichloromethaneSolvent

Procedure

To a round bottom flask containing 2-bromo-4,5-difluorophenol (2.7 g, 12.9 mmol) and ammonium nickel sulfate (2.6 g, 6.46 mmol) is added dichloromethane (15 mL) at RT. A solution of 70% nitric acid (1.2 ml) is added dropwise and the slurry is stirred for 20 to 30 min. The mixture is then quenched with excess MgSO4, filtered and concentrated. The product is used in the next step without purification.

Workup

  1. customThe mixture is then quenched with excess MgSO4
  2. filtrationfiltered
  3. concentrationconcentrated
  4. customThe product is used in the next step without purification

Sources & evidence

ORD record
ord-c98db8f863d24904825e49ce9dc520a8
Source dataset
uspto-grants-2012_08
Patent number
US08252820B2

Reaction notes

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