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Hydrochloric Acid → 3-(Piperidin-4-yl)propan-1-ol hydrochloride

HRID 901970
Notes
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Reaction equation

HRID 901970 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([CH2:7][CH2:8][CH2:9][OH:10])=[CH:3][CH:2]=1.[ClH:11]>[Pt]=O>[ClH:11].[NH:1]1[CH2:6][CH2:5][CH:4]([CH2:7][CH2:8][CH2:9][OH:10])[CH2:3][CH2:2]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 729234-Pyridinepropanol

Product 1

HCID 184257203-(Piperidin-4-yl)propan-1-ol hydrochloride

Reagents, catalysts & solvents 1

HCID 82844Platinum oxide (PtO)Catalyst

Procedure

1.00 g (7.29 mmol) of 4-pyridinepropanol was dissolved in 3N aqueous hydrochloric acid solution and 206 mg of platinum oxide was added thereto, followed by stirring of the mixture at room temperature under a hydrogen atmosphere at an ordinary pressure for 12 hours. The reaction mixture was filtered with Celite and the filtrate was distilled off under reduced pressure. The thus obtained residue was reprecipitated from methanol-ether to obtain 1.31 g (yield: quantitative) of the title compound as a white solid.

Workup

  1. filtrationThe reaction mixture was filtered with Celite
  2. distillationthe filtrate was distilled off under reduced pressure
  3. customThe thus obtained residue was reprecipitated from methanol-ether

Sources & evidence

ORD record
ord-4b60620bf83045789194e22f531affcb
Source dataset
uspto-grants-2008_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07365067B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes