Nitric Acid → 2-Fluoro-4-methyl-6-nitrophenol

HRID 2060033Notes

Reaction equation

HRID 2060033 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[OH:9].[N+:10]([O-])([OH:12])=[O:11]>ClCCl>[F:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[C:4]([N+:10]([O-:12])=[O:11])[C:3]=1[OH:9]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 27784852-Fluoro-4-methylphenol

Product 1

HCID 227538152-Fluoro-4-methyl-6-nitrophenolYield 93%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2-Fluoro-4-methylphenol (2.6 g, 20.61 mmol) was dissolved in dichloromethane (DCM) and placed in a 100 mL RB flask. Nitric acid, 70% (1.576 mL, 24.74 mmol) was added dropwise (exotherm observed). The reaction mixture was left to stir for ˜1 hr, washed with water, the organic dried and evaporated to give a yellow solid, 2-fluoro-4-methyl-6-nitrophenol (3.276 g, 19.14 mmol, 93% yield).

Workup

  1. customplaced in a 100 mL RB flask
  2. waitThe reaction mixture was left
  3. washwashed with water
  4. customthe organic dried
  5. customevaporated

Sources & evidence

ORD record
ord-a891407c02384ea4a315a3b378075be7
Source dataset
uspto-grants-2012_10
Patent number
US08278328B2

Reaction notes

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