4-Pyridin-4-YL-butyric acid hydrochloride → 4-Piperidine butyric acid hydrochloride

HRID 568112Notes

Reaction equation

HRID 568112 reaction equation
[ClH:1].[N:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][C:11]([OH:13])=[O:12])=[CH:4][CH:3]=1>[Pt].O>[ClH:1].[NH:2]1[CH2:7][CH2:6][CH:5]([CH2:8][CH2:9][CH2:10][C:11]([OH:13])=[O:12])[CH2:4][CH2:3]1

Participants

4

Reactant 1

HCID 467359454-Pyridin-4-YL-butyric acid hydrochloride

Product 1

HCID 162170404-Piperidine butyric acid hydrochloride

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 962WaterSolvent

Procedure

To the 30% aqueous solution of 4-(4-pyridyl)butanoic acid hydrochloride prepared in step 2 (208.9 kg) and water (145 kg) is added platinum on charcoal (50% wet, 5%, 2.52 kg). The mixture is hydrogenated at about 70° C. under atmospheric pressure over 15 hours and then allowed to cool to ambient temperature. The catalyst is filtered and washed with water (20 kg). The resulting aqueous 16% solution of 4-piperidinebutanoic acid hydrochloride (388.5 kg) is used as is in step 4.

Workup

  1. filtrationThe catalyst is filtered
  2. washwashed with water (20 kg)

Sources & evidence

ORD record
ord-8115df9208bd454297399a0dc3ad4653
Source dataset
uspto-grants-2001_01
Patent number
US06180759B2

Reaction notes

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