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4-(2,4-Dimethoxyphenyl)pyridine → 4-(2,4-Dimethoxyphenyl)piperidine

HRID 271572
Notes
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Reaction equation

HRID 271572 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[CH:6]=[CH:5][C:4]=1[C:11]1[CH:16]=[CH:15][N:14]=[CH:13][CH:12]=1>C(O)C.Cl.O=[Pt]=O>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[CH:6]=[CH:5][C:4]=1[CH:11]1[CH2:12][CH2:13][NH:14][CH2:15][CH2:16]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 1

HCID 179681714-(2,4-Dimethoxyphenyl)pyridine

Product 1

HCID 220292234-(2,4-Dimethoxyphenyl)piperidine

Reagents, catalysts & solvents 3

HCID 345198Adams' catalystCatalystHCID 313Hydrochloric AcidSolventHCID 702EthanolSolvent

Procedure

4-(2,4-Dimethoxy-phenyl)-pyridine (6.9 g) is dissolved in a mixture of Ethanol (140 ml) and conc hydrochloric acid (3.5 ml). PtO2 (0.7 g) is added and the mixture is stirred under hydrogen atmosphere for 8 hours. The catalyst is filtered off and the solution is evaporated to dryness. MS-APCI+ (M+H)+=222

Workup

  1. filtrationThe catalyst is filtered off
  2. customthe solution is evaporated to dryness

Sources & evidence

ORD record
ord-7207e8416119443db327ebb609f27bbc
Source dataset
uspto-grants-2008_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07452886B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes