Ethyl[(2-nitrophenyl)methyl]amine → N-ethyl-N-(2-aminobenzyl)amine

HRID 355774Notes

Reaction equation

HRID 355774 reaction equation
[CH2:1]([NH:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[N+:11]([O-])=O)[CH3:2].[H][H]>C(O)C.[Pd]>[CH2:1]([NH:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[NH2:11])[CH3:2]

Participants

5

Reactant 2

HCID 14485081Ethyl[(2-nitrophenyl)methyl]amineHCID 178418361HCID 178418361, compound

Product 1

HCID 10329442N-ethyl-N-(2-aminobenzyl)amineYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

N-Ethyl-N-(2-nitrobenzyl)amine (4 g, 22 mmol) in ethanol (100 ml) was treated with 10% palladium-on-carbon (180 mg) and hydrogenated at N.T.P. for 2 hours. When uptake of hydrogen had ceased the reaction was filtered through Celite and evaporated to give N-ethyl-N-(2-aminobenzyl)amine (3.3 g, 100%).

Workup

  1. filtrationwas filtered through Celite
  2. customevaporated

Sources & evidence

ORD record
ord-78a0fff6d7984ca39c52a6ee58855746
Source dataset
uspto-grants-1998_11
Patent number
US05834468

Reaction notes

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