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Hydrochloric Acid → Ethyl 2-(piperidin-4-yl)acetate

HRID 4949
Notes
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Reaction equation

HRID 4949 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9])=[CH:3][CH:2]=1.Cl>C(O)C.[H][H].[Pt]=O>[NH:1]1[CH2:6][CH2:5][CH:4]([CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH2:3][CH2:2]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 736321Ethyl pyridine-4-acetate

Product 1

HCID 2760465Ethyl 2-(piperidin-4-yl)acetateYield 162.3%

Reagents, catalysts & solvents 3

HCID 82844Platinum oxide (PtO)CatalystHCID 702EthanolSolventHCID 178418361HCID 178418361, compoundSolvent

Procedure

16.5 g (0.1 mol) Ethyl 4-pyridylacetate, 8.4 mL (0.1 mol) 12N hydrochloric acid and 2.5 g platinum oxide were dissolved in absolute ethanol and hydrogenated at 40 psi hydrogen on a Parr shaker. After 1 hour, the contents of the vessel were filtered and concentrated in vacuo yielding 27.79 g of ethyl 4-piperidinylacetate.

Workup

  1. filtrationthe contents of the vessel were filtered
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-4bf57d14da074ba286dc99dcf47db4ab
Source dataset
uspto-grants-1993_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05242924

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes