(2-Nitrophenyl)(2-phenylethyl)amine → HCID 2317489, compound

HRID 2185511Notes

Reaction equation

HRID 2185511 reaction equation
[C:1]1([CH2:7][CH2:8][NH:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[N+:16]([O-])=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>CO.[Pd]>[C:1]1([CH2:7][CH2:8][NH:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[NH2:16])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 1

HCID 2920933(2-Nitrophenyl)(2-phenylethyl)amine

Product 1

HCID 2317489HCID 2317489, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

N-(2-Phenylethyl)-2-nitroaniline (3.0 g, 12.4 mmol) was dissolved in MeOH (60 mL), and 10% Pd/C (300mg) was added. The mixture was hydrogenated at 1 atm for 18 hrs at room temperature, filtered over a celite pad and concentrated to an oil. The resulting oil was applied to a column prepacked with silica. The title compound was eluted from the column with EtOAc/Hexanes (1:3, v:v).

Workup

  1. filtrationfiltered over a celite pad
  2. concentrationconcentrated to an oil
  3. washThe title compound was eluted from the column with EtOAc/Hexanes (1:3, v:v)

Sources & evidence

ORD record
ord-b1e50d8e689b4da89bcd548580a7fc86
Source dataset
uspto-grants-2002_06
Patent number
US06399629B1

Reaction notes

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