1-(2-Fluoro-4-nitrophenyl)piperidine → 3-Fluoro-4-(piperidin-1-yl)aniline

HRID 56101Notes

Reaction equation

HRID 56101 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][CH2:14][CH2:13][CH2:12]1>C1COCC1.[Pd]>[F:1][C:2]1[CH:7]=[C:6]([CH:5]=[CH:4][C:3]=1[N:11]1[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1)[NH2:8]

Participants

4

Reactant 1

HCID 107043451-(2-Fluoro-4-nitrophenyl)piperidine

Product 1

HCID 64857583-Fluoro-4-(piperidin-1-yl)aniline

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 1-(2-fluoro-4-nitrophenyl)piperidine (14.00 g, 62 mmol) in THF (80 mL) was added Pd/C (3.00 g). The reaction mixture was stirred at rt under H2 overnight. The mixture was filtered, and the filtrate was concentrated in vacuo to give the title compound as a claybank solid (11.00 g, 87%).

Workup

  1. filtrationThe mixture was filtered
  2. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-bb4dd61067ed4f8fb9f31a3ca5afd6a6
Source dataset
uspto-grants-2016_09
Patent number
US09434695B2

Reaction notes

Loading…