4-(2,6-Difluoro-4-nitrophenyl)morpholine → 3,5-Difluoro-4-(morpholin-4-yl)aniline

HRID 1950747Notes

Reaction equation

HRID 1950747 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([N+:8]([O-])=O)[CH:5]=[C:4]([F:11])[C:3]=1[N:12]1[CH2:17][CH2:16][O:15][CH2:14][CH2:13]1.[H][H]>CO.[Pd]>[F:11][C:4]1[CH:5]=[C:6]([NH2:8])[CH:7]=[C:2]([F:1])[C:3]=1[N:12]1[CH2:13][CH2:14][O:15][CH2:16][CH2:17]1

Participants

5

Reactant 2

HCID 223856304-(2,6-Difluoro-4-nitrophenyl)morpholineHCID 178418361HCID 178418361, compound

Product 1

HCID 218781683,5-Difluoro-4-(morpholin-4-yl)aniline

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

3.88 g of 4-(2,6-difluoro-4-nitro-phenyl)-morpholine are dissolved in 50 mL methanol and combined with Pd/C. The mixture is hydrogenated for 18 h at 7 bar hydrogen pressure. Then the catalyst is filtered off and the solvent is eliminated in vacuo.

Workup

  1. filtrationThen the catalyst is filtered off

Sources & evidence

ORD record
ord-4964cd204bd74c42a3ec9dd49f9b2112
Source dataset
uspto-grants-2013_03
Patent number
US08404674B2

Reaction notes

Loading…