Nitric Acid → 3,5-Difluoro-4-nitrophenol

HRID 2061474Notes

Reaction equation

HRID 2061474 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([OH:9])[CH:5]=[C:6]([F:8])[CH:7]=1.[N+:10]([O-])([OH:12])=[O:11]>ClCCl>[N+:10]([C:7]1[C:2]([F:1])=[CH:3][C:4]([OH:9])=[CH:5][C:6]=1[F:8])([O-:12])=[O:11]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 759283,5-Difluorophenol

Product 1

HCID 178437653,5-Difluoro-4-nitrophenol

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 3,5-difluorophenol (1.3 g, 10 mmol) in dichloromethane (50 ml) at 0° C. was treated with nitric acid (70%, 0.7 ml, 10 mmol). The cooling bath was removed and after 30 min at room temperature the solution washed with water then dried over MgSO4, filtered and evaporated. The product was purified by silica gel chromatography eluting with 20 to 50% ethyl acetate in hexane to yield the title compound, 440 mg.

Workup

  1. customThe cooling bath was removed and after 30 min at room temperature the solution
  2. washwashed with water
  3. dry with materialthen dried over MgSO4
  4. filtrationfiltered
  5. customevaporated
  6. customThe product was purified by silica gel chromatography
  7. washeluting with 20 to 50% ethyl acetate in hexane

Sources & evidence

ORD record
ord-33016244d02e4d0496c1d01a19b7f37b
Source dataset
uspto-grants-2012_10
Patent number
US08283364B2

Reaction notes

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