Hydrochloric Acid → N,N-Dimethyl-4-phenylpiperidine-4-carboxamide hydrochloride

HRID 1279328Notes

Reaction equation

HRID 1279328 reaction equation
[CH3:1][N:2]([CH3:24])[C:3]([C:5]1([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH2:10][CH2:9][N:8](C(OC(C)(C)C)=O)[CH2:7][CH2:6]1)=[O:4].[ClH:25]>C(OCC)(=O)C.O1CCOCC1>[ClH:25].[CH3:1][N:2]([CH3:24])[C:3]([C:5]1([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH2:6][CH2:7][NH:8][CH2:9][CH2:10]1)=[O:4]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 22741799N,N-dimethyl-1-t-butoxycarbonyl-4-phenylpiperidine-4-carboxamide

Product 1

HCID 18427467N,N-Dimethyl-4-phenylpiperidine-4-carboxamide hydrochlorideYield 95%

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
0 °C

Procedure

900 mg (2.7 mmole) of N,N-dimethyl-1-t-butoxycarbonyl-4-phenylpiperidine-4-carboxamide (prepared as described in Preparation 1) were dissolved in 10 ml of ethyl acetate, and 5 ml of a 4 N solution of hydrogen chloride in dioxane were added, whilst ice-cooling. The mixture was then stirred at 0° C. for 1 hour. At the end of this time, the crystals which had deposited were collected by filtration, to give 690 mg (yield 95%) of the title compound as white crystals.

Workup

  1. temperaturecooling
  2. filtrationAt the end of this time, the crystals which had deposited were collected by filtration

Sources & evidence

ORD record
ord-1977289fd8974090b403346df17def2b
Source dataset
uspto-grants-2002_09
Patent number
US06448247B1

Reaction notes

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