2,3-Difluoro-4-nitroanisole → 2,3-Difluoro-4-nitrophenol

HRID 624376Notes

Reaction equation

HRID 624376 reaction equation
[F:1][C:2]1[C:7]([F:8])=[C:6]([N+:9]([O-:11])=[O:10])[CH:5]=[CH:4][C:3]=1[O:12]C>Br.C(O)(=O)C>[F:1][C:2]1[C:7]([F:8])=[C:6]([N+:9]([O-:11])=[O:10])[CH:5]=[CH:4][C:3]=1[OH:12]

Participants

4

Reactant 1

HCID 101039612,3-Difluoro-4-nitroanisole

Product 1

HCID 145507432,3-Difluoro-4-nitrophenol

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 260Hydrogen BromideSolvent2×

Procedure

A solution of 2,3-difluoro-4-nitroanisole (10 g) in 48% HBr (60 mL) and 30% HBr in acetic acid (30 mL) was stirred at 120° C. overnight. The mixture was cooled to room temperature and extracted with ethyl acetate (3×200 mL) and the combined extracts were washed with brine and dried over Na2SO4. Filtration and evaporation of the solvent gave the product.

Workup

  1. extractionextracted with ethyl acetate (3×200 mL)
  2. washthe combined extracts were washed with brine
  3. dry with materialdried over Na2SO4
  4. filtrationFiltration and evaporation of the solvent
  5. customgave the product

Sources & evidence

ORD record
ord-bdb793f551cb4b3cbc68336d5ddd900b
Source dataset
uspto-grants-2016_04
Patent number
US09303025B2

Reaction notes

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