2,6-Di-tert-butylphenol → 2,6-Di-tert-butyl-4-nitrophenol

HRID 2086547Notes

Reaction equation

HRID 2086547 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([C:11]([CH3:14])([CH3:13])[CH3:12])[C:6]=1[OH:15])([CH3:4])([CH3:3])[CH3:2].[N+:16]([O-])([OH:18])=[O:17].C(O)(=O)C>C1CCCCC1>[C:11]([C:7]1[CH:8]=[C:9]([N+:16]([O-:18])=[O:17])[CH:10]=[C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[C:6]=1[OH:15])([CH3:14])([CH3:13])[CH3:12]

Participants

4

Reactant 2

HCID 314052,6-Di-tert-butylphenolHCID 86584207Acetic acid nitric acid

Product 1

HCID 697652,6-Di-tert-butyl-4-nitrophenol

Reagents, catalysts & solvents 1

HCID 8078CyclohexaneSolvent

Procedure

2,6-di-t-butylphenol (8 g, 39 mmoles) is dissolved in 25 ml of cyclohexane at 10° C. A mixture (1/1) of nitric acid/acetic acid (5 ml) is added dropwise to the reaction medium maintained at this temperature. Then agitation is carried out for 15 minutes at ambient temperature, then the precipitate formed is filtered, followed by rinsing with water and with pentane. The 2,6-di-t-butyl-4-nitrophenol obtained (6.34 g, 65%) is dried in an oven and will be used without other purification in the following stages. Pale yellow powder. Melting point: 167-168° C.

Workup

  1. temperaturemedium maintained at this temperature
  2. customthe precipitate formed
  3. filtrationis filtered
  4. washby rinsing with water and with pentane

Sources & evidence

ORD record
ord-9feab67339074dda9c85d31501c93236
Source dataset
uspto-grants-2004_04
Patent number
US06727239B1

Reaction notes

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