Nitric Acid → 2-tert-butyl-4-nitrophenol

HRID 1930252Notes

Reaction equation

HRID 1930252 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[OH:11])([CH3:4])([CH3:3])[CH3:2].[N+:12]([O-])([OH:14])=[O:13]>CCCCCCC.O>[C:1]([C:5]1[CH:10]=[C:9]([N+:12]([O-:14])=[O:13])[CH:8]=[CH:7][C:6]=1[OH:11])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 2

HCID 944Nitric AcidHCID 69232-Tert-Butylphenol

Product 1

HCID 5289442-tert-butyl-4-nitrophenol

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8900HeptaneSolvent

Procedure

To a vigorously stirred solution of 2-tert-butylphenol (10 g, 66.6 mmol) in heptane (67 ml) was added at a fast drip a solution of 70% nitric acid (4.25 ml, 66.6 mmol) diluted with water (4.25 ml). The resulting dark red/brown mixture was stirred vigorously for 2 h. The suspended solid was collected by filtration washed with hexane (300 mL), water (200 mL) and once again with hexane (200 mL) to give a cocoa colored powder that was dried to constant mass (4.65 g, 35.6%).

Workup

  1. filtrationThe suspended solid was collected by filtration
  2. washwashed with hexane (300 mL), water (200 mL) and once again with hexane (200 mL)
  3. customto give a cocoa
  4. customwas dried to constant mass (4.65 g, 35.6%)

Sources & evidence

ORD record
ord-4422a100e366422daf635ea0ff5ebbf9
Source dataset
uspto-grants-2012_05
Patent number
US08188104B2

Reaction notes

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