4-(2-Fluoro-4-nitrophenyl)morpholine → 3-Fluoro-4-morpholinoaniline

HRID 2364842Notes

Reaction equation

HRID 2364842 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([N+:8]([O-])=O)[CH:5]=[CH:4][C:3]=1[N:11]1[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1>C(OCC)(=O)C.[Pd]>[F:1][C:2]1[CH:7]=[C:6]([CH:5]=[CH:4][C:3]=1[N:11]1[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1)[NH2:8]

Participants

4

Reactant 1

HCID 29054894-(2-Fluoro-4-nitrophenyl)morpholine

Product 1

HCID 14853303-Fluoro-4-morpholinoaniline

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A solution of the compound of Example 120A (2.26 g, 10.00 mmol) in ethyl acetate (35 mL) was treated with 10% palladium on carbon (300 mg) followed by hydrogenation under one atmosphere pressure for 6 h. The mixture was filtered through celite and concentrated in vacuo to afford the title compound as a white solid.

Workup

  1. filtrationThe mixture was filtered through celite and
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-973cdb8e2f0a43e5893c0ebe9837bc39
Source dataset
uspto-grants-2014_04
Patent number
US08691938B2

Reaction notes

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