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

HRID 1158082Notes

Reaction equation

HRID 1158082 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-808f4509d16948bc8ff9b78cf976924c
Source dataset
uspto-grants-2010_10
Patent number
US07807700B2

Reaction notes

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