Nitric Acid → 2-Fluoro-6-nitrophenol

HRID 2175874Notes

Reaction equation

HRID 2175874 reaction equation
[N+:1]([O-:4])(O)=[O:2].[F:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[OH:12]>C(Cl)Cl>[F:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([N+:1]([O-:4])=[O:2])[C:7]=1[OH:12]

Participants

4

Conditions

Temperature
0 °C

Procedure

Concentrated HNO3 (95%, 44 g, 0.62 mol) was added dropwise at 0-5° C. to the solution of 2-fluorophenol (64.6 g, 0.58 mol) in 1 L of DCM. The mixture was stirred at 0° C. for 1 hour before filtration. The filtrate was washed with water and brine, dried over anhydrous Na2SO4 and concentrated. The residue was purified by column chromatography (DCM:PE=1:2) to afford 2-fluoro-6-nitrophenol.

Workup

  1. washThe filtrate was washed with water and brine
  2. dry with materialdried over anhydrous Na2SO4
  3. concentrationconcentrated
  4. customThe residue was purified by column chromatography (DCM:PE=1:2)

Sources & evidence

ORD record
ord-e80c502e66bd48e0b3dc886eac458eff
Source dataset
uspto-grants-2015_06
Patent number
US09062070B2

Reaction notes

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