1-(2-Fluoro-4-nitrophenyl)piperidine → 3-Fluoro-4-(piperidin-1-yl)aniline
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
Product 1
Reagents, catalysts & solvents 2
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
- filtrationThe mixture was filtered
- concentrationthe filtrate was concentrated in vacuo
Sources & evidence
- ORD record
- ord-bb4dd61067ed4f8fb9f31a3ca5afd6a6
- Source dataset
- uspto-grants-2016_09
- Patent number
- US09434695B2
Reaction notes
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