HCID 68696092, compound → HCID 68696135, compound

HRID 2236722Notes

Reaction equation

HRID 2236722 reaction equation
[ClH:1].[CH3:2][N:3]([CH3:16])[CH2:4][CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([N+:13]([O-])=O)=[CH:9][CH:8]=1>C(O)C.[Pd]>[ClH:1].[CH3:2][N:3]([CH3:16])[CH2:4][CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([NH2:13])=[CH:9][CH:8]=1

Participants

4

Reactant 1

HCID 68696092HCID 68696092, compound

Product 1

HCID 68696135HCID 68696135, compoundYield 96%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of dimethyl-[2-(4-nitro-phenoxy)-ethyl]-amine hydrochloride (0.29 g, 1.2 mmol) in ethanol (20 mL) is hydrogenated at atmospheric pressure over 10% palladium on carbon. The reaction mixture is filtered through a pad of diatomaceous earth and concentrated to give 4-(2-dimethylamino-ethoxy)-phenylamine hydrochloride (0.24 g, 96%).

Workup

  1. filtrationThe reaction mixture is filtered through a pad of diatomaceous earth
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-2479f6bf224342faad354a51f897088a
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

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