Benzene → 4-Amino-2,6-di-tert-butylphenol

HRID 261745

Reaction equation

HRID 261745 reaction equation
S(S([O-])(=O)=O)([O-])(=O)=O.[Na+].[Na+].[C:11]([C:15]1[CH:20]=[C:19]([N:21]=O)[CH:18]=[C:17]([C:23]([CH3:26])([CH3:25])[CH3:24])[C:16]=1[OH:27])([CH3:14])([CH3:13])[CH3:12].[OH-].[Na+].C1C=CC=CC=1>O>[C:11]([C:15]1[CH:20]=[C:19]([NH2:21])[CH:18]=[C:17]([C:23]([CH3:26])([CH3:25])[CH3:24])[C:16]=1[OH:27])([CH3:14])([CH3:13])[CH3:12]

Participants

6

Reactant 4

HCID 241BenzeneHCID 14798Sodium HydroxideHCID 70383Phenol, 2,6-bis(1,1-dimethylethyl)-4-nitroso-HCID 146045Sodium dithionate

Product 1

HCID 3142204-Amino-2,6-di-tert-butylphenol

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

2,6-di tert.butyl-4-aminophenol was prepared by adding in a nitrogen atmosphere, a solution of 70 grams of sodium dithionate in 300 milliliters of water to a mixture of 23.5 grams of 2,6-di tert.butyl-4-nitrosophenol, 80 milliliters of 5 N sodium hydroxide solution and 160 milliliters of water. The addition was accomplished in 45 minutes at 24° C. to 41° C. After stirring for 21/4 hours, 100 milliliters of benzene was added to dissolve the solid product, and the layers were separated.

Workup

  1. additionby adding in a nitrogen atmosphere
  2. additionThe addition
  3. additionwas added
  4. dissolutionto dissolve the solid product
  5. customthe layers were separated

Sources & evidence

ORD record
ord-3e06d5bb08894a8ca781c0a615422762
Source dataset
uspto-grants-1979_05
Patent number
US04152319

Linked notes

Loading…