1-(4,4-Dimethylcyclohex-1-enyl)-2-nitrobenzene → 2-(4,4-Dimethylcyclohexyl)aniline

HRID 32139

Reaction equation

HRID 32139 reaction equation
[CH3:1][C:2]1([CH3:17])[CH2:7][CH2:6][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[N+:14]([O-])=O)=[CH:4][CH2:3]1>[Pd].C(OCC)(=O)C>[CH3:1][C:2]1([CH3:17])[CH2:7][CH2:6][CH:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[NH2:14])[CH2:4][CH2:3]1

Participants

4

Reactant 1

HCID 231420031-(4,4-Dimethylcyclohex-1-enyl)-2-nitrobenzene

Product 1

HCID 153401112-(4,4-Dimethylcyclohexyl)aniline

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 1-(4,4-dimethylcyclohex-1-enyl)-2-nitrobenzene (16.3 g, 70.5 mmol) prepared in Example (3a), 10% palladium on carbon (1 g, wet) and ethyl acetate (100 mL) was stirred for 14 hours and 30 minutes under a hydrogen atmosphere at atmospheric pressure and room temperature.

Sources & evidence

ORD record
ord-10fe35a6694f4bad8e1553d8d6b3a1f6
Source dataset
uspto-grants-2008_09
Patent number
US07425554B2

Linked notes

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