N-(3-Nitrobenzyl)-2-phenylethanamine → N-(3-aminophenylmethyl)benzylmethylamine

HRID 1861953Notes

Reaction equation

HRID 1861953 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH2:10][NH:11][CH2:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:7]=[CH:8][CH:9]=1)([O-])=O>[C].[Pd].C(OCC)(=O)C>[NH2:1][C:4]1[CH:5]=[C:6]([CH2:10][NH:11][CH2:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:7]=[CH:8][CH:9]=1

Participants

4

Reactant 1

HCID 596729N-(3-Nitrobenzyl)-2-phenylethanamine

Product 1

HCID 18622057N-(3-aminophenylmethyl)benzylmethylamineYield 61%

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateCatalystHCID 178418390HCID 178418390, compoundCatalyst

Procedure

Using the compound obtained in Example 377 as a starting material and also using 5% palladium-carbon and ethyl acetate as a catalyst and a solvent, respectively, reaction was performed as in Example 2 to give 487 mg of the titled compound (yield, 61%).

Workup

  1. customa solvent, respectively, reaction

Sources & evidence

ORD record
ord-9e641dee41c1484e97a87f607cea7834
Source dataset
uspto-grants-2003_03
Patent number
US06534546B1

Reaction notes

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