1-(5-Ethoxy-2-nitrophenyl)piperidine → 4-Ethoxy-2-(piperidin-1-yl)aniline

HRID 32900Notes

Reaction equation

HRID 32900 reaction equation
[CH2:1]([O:3][C:4]1[CH:5]=[CH:6][C:7]([N+:16]([O-])=O)=[C:8]([N:10]2[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]2)[CH:9]=1)[CH3:2]>[Pd]>[CH2:1]([O:3][C:4]1[CH:5]=[CH:6][C:7]([NH2:16])=[C:8]([N:10]2[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]2)[CH:9]=1)[CH3:2]

Participants

3

Reactant 1

HCID 693102081-(5-Ethoxy-2-nitrophenyl)piperidine

Product 1

HCID 693077324-Ethoxy-2-(piperidin-1-yl)anilineYield 94%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

Using a procedure similar to Example 3, step (c), 1-(5-ethoxy-2-nitro-phenyl)-piperidine (78 mg, 0.31 mmol, as prepared in the previous step) was stirred with 42 mg of 5% Pd—C under H2 to afford 64 mg (94%) of the title compound which was used immediately without further purification. Mass spectrum (ESI, m/z): Calcd. for C13H20N2O, 221.1 (M+H), found 221.1.

Workup

  1. customas prepared in the previous step)

Sources & evidence

ORD record
ord-ef5c8e283cba49eca3085d263703a51f
Source dataset
uspto-grants-2008_09
Patent number
US07427683B2

Reaction notes

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