4-[2-(4-Methyl-3-nitrophenoxy)ethyl]morpholine → 2-Methyl-5-[2-(morpholin-4-yl)ethoxy]aniline

HRID 2360276Notes

Reaction equation

HRID 2360276 reaction equation
[CH3:1][C:2]1[CH:16]=[CH:15][C:5]([O:6][CH2:7][CH2:8][N:9]2[CH2:14][CH2:13][O:12][CH2:11][CH2:10]2)=[CH:4][C:3]=1[N+:17]([O-])=O>CO.[Pd]>[CH3:1][C:2]1[CH:16]=[CH:15][C:5]([O:6][CH2:7][CH2:8][N:9]2[CH2:14][CH2:13][O:12][CH2:11][CH2:10]2)=[CH:4][C:3]=1[NH2:17]

Participants

4

Reactant 1

HCID 589298674-[2-(4-Methyl-3-nitrophenoxy)ethyl]morpholine

Product 1

HCID 393350392-Methyl-5-[2-(morpholin-4-yl)ethoxy]aniline

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To the mixture of 4-(2-(4-methyl-3-nitrophenoxy)ethyl)morpholine (532 mg, 2 mmol) in MeOH (50 mL) was added 10% Pd/C (250 mg). The mixture was stirred under an atmosphere of H2 (balloon) overnight. The contents of the reaction mixture were then filtered and concentrated in vacuo to give the title product, which was used without further purification.

Workup

  1. filtrationThe contents of the reaction mixture were then filtered
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-385118c164254ec5886257b7e6f813e1
Source dataset
uspto-grants-2014_04
Patent number
US08686011B2

Reaction notes

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