1-(4-t-Butylcyclohex-1-enyl)-2-nitrobenzene → 2-(4-t-Butylcyclohexyl)phenylamine

HRID 32137Notes

Reaction equation

HRID 32137 reaction equation
[C:1]([CH:5]1[CH2:10][CH2:9][C:8]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[N+:17]([O-])=O)=[CH:7][CH2:6]1)([CH3:4])([CH3:3])[CH3:2]>[Pd].C(OCC)(=O)C>[C:1]([CH:5]1[CH2:6][CH2:7][CH:8]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[NH2:17])[CH2:9][CH2:10]1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 231417531-(4-t-Butylcyclohex-1-enyl)-2-nitrobenzene

Product 1

HCID 197547312-(4-t-Butylcyclohexyl)phenylamine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 1-(4-t-butylcyclohex-1-enyl)-2-nitrobenzene (4.89 g, 18.86 mmol) prepared in Example (2b), 10% palladium on carbon (1.5 g, wet) and ethyl acetate (25 mL) was stirred for 4 hours under a hydrogen atmosphere at atmospheric pressure and room temperature.

Sources & evidence

ORD record
ord-fe3a56863eae404aba02cd4e4a3f30c5
Source dataset
uspto-grants-2008_09
Patent number
US07425554B2

Reaction notes

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