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1-(3-Benzoylpropyl)-4-benzamidopiperidine → 4-Amino-1-(4-phenyl-4-oxobutyl)piperidine

HRID 437251
Notes
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Reaction equation

HRID 437251 reaction equation
C([NH:9][CH:10]1[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][CH2:18][C:19]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[O:20])[CH2:12][CH2:11]1)(=O)C1C=CC=CC=1>Cl>[NH2:9][CH:10]1[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][CH2:18][C:19]([C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)=[O:20])[CH2:12][CH2:11]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 1

HCID 100892541-(3-Benzoylpropyl)-4-benzamidopiperidine

Product 1

HCID 126085374-Amino-1-(4-phenyl-4-oxobutyl)piperidine

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

4-Benzamido-1-(4-phenyl-4-oxobutyl)piperidine (0.5 g.) was suspended in 6 N HCl (10 ml.) and boiled for 8 hr. The solution was cooled, filtered (to remove benzoic acid) and the filtrate basified with potassium carbonate. The oil which separated was extracted into chloroform which on evaporation gave the title compound as the free base (0.30 g.). This was dissolved in ethanol, ethanol/HCl added until acid and the title compound filtered off (0.376 g.) as the dihydrochloride m.p. 269.7°.

Workup

  1. temperatureThe solution was cooled
  • filtrationfiltered
  • custom(to remove benzoic acid)
  • customThe oil which separated
  • extractionwas extracted into chloroform which on evaporation
  • Sources & evidence

    ORD record
    ord-654f273f789b41ac87b24d510cc01bbf
    Source dataset
    uspto-grants-1977_06
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US04029801

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes