Phenol, 2,6-bis(1,1-dimethylethyl)-4-nitroso- → 4-Amino-2,6-di-tert-butylphenol

HRID 981374

Reaction equation

HRID 981374 reaction equation
[C:1]([C:5]1[CH:10]=[C:9]([N:11]=O)[CH:8]=[C:7]([C:13]([CH3:16])([CH3:15])[CH3:14])[C:6]=1[OH:17])([CH3:4])([CH3:3])[CH3:2]>[Pd].C1(C)C=CC=CC=1>[C:1]([C:5]1[CH:10]=[C:9]([NH2:11])[CH:8]=[C:7]([C:13]([CH3:16])([CH3:15])[CH3:14])[C:6]=1[OH:17])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 1

HCID 70383Phenol, 2,6-bis(1,1-dimethylethyl)-4-nitroso-

Product 1

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

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 1140TolueneSolvent

Procedure

A 2 liter Parr bomb was charged with 23.50 g (0.1 mole) 2,6-di-tert-butyl-4-nitrosophenol, 1.0 g of 5% Pd on C catalyst and 600 ml toluene. After purging the assembled bomb with nitrogen, it was pressurized to 50 psi with hydrogen. The mixture was stirred vigorously and uptake of hydrogen was noted. The hydrogenation step producing 2,6-di-tert-butyl-4-aminophenol was completed within 15 minutes. A temperature rise from 23° C. to 25° C. was observed during the hydrogenation. The mixture was allowed to stir under hydrogen atmosphere for a total of 1 hour.

Workup

  1. customAfter purging the assembled bomb with nitrogen, it

Sources & evidence

ORD record
ord-da1b63cbfb004957b00349c2a1e3c2e1
Source dataset
uspto-grants-1991_02
Patent number
US04990671

Linked notes

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