HCID 15599098, compound → HCID 15599099, compound

HRID 986805Notes

Reaction equation

HRID 986805 reaction equation
[C:1]([C:5]1[C:6](=[O:25])[C:7]([C:21]([CH3:24])([CH3:23])[CH3:22])=[CH:8][C:9](=[N:11][C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([O:18][CH2:19][CH3:20])[CH:13]=2)[CH:10]=1)([CH3:4])([CH3:3])[CH3:2]>[Pd].O1CCCC1>[C:21]([C:7]1[CH:8]=[C:9]([NH:11][C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([O:18][CH2:19][CH3:20])[CH:13]=2)[CH:10]=[C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[C:6]=1[OH:25])([CH3:23])([CH3:24])[CH3:22]

Participants

4

Reactant 1

HCID 15599098HCID 15599098, compound

Product 1

HCID 15599099HCID 15599099, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A solution containing 5.0 g (0.0147 mole) of 2,6-di-tertiary-butyl-4-(3-ethoxyphenylimino)-2,5-cyclohexadien-1-one and 0.1 g of 5% palladium on charcoal catalyst in 250 ml of tetrahydrofuran was hydrogenated at 50 psi. The hydrogenation was complete after three hours. The catalyst was removed by filtration and the filtrate was evaporated to give 2,6-di-tertiary-butyl-4-(3'-ethoxyanilino)phenol as an oil. The structure was confirmed by nuclear magnetic resonance spectroscopy.

Workup

  1. customThe catalyst was removed by filtration
  2. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-8bde3722ba8246c994f821d579280ca1
Source dataset
uspto-grants-1987_12
Patent number
US04716178

Reaction notes

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