1-(2-Fluoro-4-nitrophenyl)piperidin-4-ol → 1-(4-Amino-2-fluorophenyl)piperidin-4-ol

HRID 56153

Reaction equation

HRID 56153 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][CH:14]([OH:17])[CH2:13][CH2:12]1>CO.[Pd]>[NH2:8][C:6]1[CH:5]=[CH:4][C:3]([N:11]2[CH2:16][CH2:15][CH:14]([OH:17])[CH2:13][CH2:12]2)=[C:2]([F:1])[CH:7]=1

Participants

4

Reactant 1

HCID 265982211-(2-Fluoro-4-nitrophenyl)piperidin-4-ol

Product 1

HCID 289725861-(4-Amino-2-fluorophenyl)piperidin-4-olYield 108.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 1-(2-fluoro-4-nitrophenyl)piperidin-4-ol (2.67 g, 11 mmol) in MeOH (100 mL) was added catalyst Pd/C (1.00 g). The reaction mixture was stirred at rt under H2 for 6 h, then filtered. The filtrate was concentrated in vacuo to give the crude product (2.50 g) for the next step without further purification.

Workup

  1. filtrationfiltered
  2. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-144c800e0cda4e159c90c2438879491e
Source dataset
uspto-grants-2016_09
Patent number
US09434695B2

Linked notes

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