4-(4-Fluorophenyl)-1,2,3,6-tetrahydropyridine hydrochloride → 4-(4-Fluoro-phenyl)-piperidine hydrochloride

HRID 2269213Notes

Reaction equation

HRID 2269213 reaction equation
[ClH:1].[F:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH2:10][CH2:11][NH:12][CH2:13][CH:14]=2)=[CH:5][CH:4]=1>CO.[Pd]>[ClH:1].[F:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[CH2:10][CH2:11][NH:12][CH2:13][CH2:14]2)=[CH:5][CH:4]=1

Participants

4

Reactant 1

HCID 1977474-(4-Fluorophenyl)-1,2,3,6-tetrahydropyridine hydrochloride

Product 1

HCID 218981684-(4-Fluoro-phenyl)-piperidine hydrochloride

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 4-(4-fluorophenyl)-1,2,3,6-tetrahydropyridine hydrochloride (10 g) in methanol (200 mL) was added 10% palladium on charcoal (0.5 g) and the mixture was hydrogenated at 50 psi for 3 h. The catalyst was removed by filtration and solvent was evaporated to leave the product as a white powder, which was used in the next step without any purification.

Workup

  1. customThe catalyst was removed by filtration and solvent
  2. customwas evaporated

Sources & evidence

ORD record
ord-bc1b96ebd70b474c907cd5789e85e827
Source dataset
uspto-grants-2001_12
Patent number
US06329393B1

Reaction notes

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