4-(2-Methoxy-5-nitrophenyl)morpholine → 4-Methoxy-3-morpholin-4-yl-phenylamine

HRID 271107Notes

Reaction equation

HRID 271107 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N+:9]([O-])=O)=[CH:5][C:4]=1[N:12]1[CH2:17][CH2:16][O:15][CH2:14][CH2:13]1>C(O)C>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([NH2:9])=[CH:5][C:4]=1[N:12]1[CH2:17][CH2:16][O:15][CH2:14][CH2:13]1

Participants

3

Reactant 1

HCID 223531674-(2-Methoxy-5-nitrophenyl)morpholine

Product 1

HCID 176047884-Methoxy-3-morpholin-4-yl-phenylamineYield 70.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4-(2-Methoxy-5-nitro-phenyl)-morpholine (w, 390 mg) was dissolved in 10 mL ethanol and reduced under 1 atm H2 using 10% Pd—C as a catalyst. After 14 hours, the catalyst was filtered off and the solvent was evaporated, affording 240 mg 4-methoxy-3-morpholin-4-yl-phenylamine (x) which was used without further purification: m/e: 208.12, MS (ES+): 209.2.

Workup

  1. filtrationthe catalyst was filtered off
  2. customthe solvent was evaporated

Sources & evidence

ORD record
ord-8c8eee9f0a26434287d5f025231ce4ea
Source dataset
uspto-grants-2008_11
Patent number
US07452873B2

Reaction notes

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