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

HRID 2070085Notes

Reaction equation

HRID 2070085 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 59%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To 2-fluoro-4-methylphenol (500 mg, 3.96 mmol) in dichloromethane (5 mL) at room temperature was added dropwise nitric acid 70% (0.4 mL, 4.44 mmol) [exotherm observed]. After 15 min more washed with water, dried, evaporated to give 2-fluoro-4-methyl-6-nitrophenol (400 mg, 2.337 mmol, 59.0% yield) as a yellow solid.

Workup

  1. washAfter 15 min more washed with water
  2. customdried
  3. customevaporated

Sources & evidence

ORD record
ord-72facb20563e43e1a7855e7e4a09f387
Source dataset
uspto-grants-2012_10
Patent number
US08299257B2

Reaction notes

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