Hydrochloric Acid → N-Phenyl-3-piperidinecarboxamide hydrochloride

Reaction equation

C(OC([N:8]1[CH2:13][CH2:12][CH2:11][CH:10]([C:14]([NH:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[O:15])[CH2:9]1)=O)(C)(C)C.[ClH:23]>>[ClH:23].[NH:8]1[CH2:13][CH2:12][CH2:11][CH:10]([C:14]([NH:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[O:15])[CH2:9]1

Participants

Reactant 2

HCID 313Hydrochloric Acid

HCID 181042161,1-Dimethylethyl 3-[(phenylamino)carbonyl]-1-piperidinecarboxylate

Product 1

HCID 16303570N-Phenyl-3-piperidinecarboxamide hydrochlorideYield 55%

Procedure

A solution of 1-t-butoxycarbonyl-3-piperidinecarboxanilide (437 mg, 1.43 mmol) and hydrochloride (1 ml, 4.00 mmol, 4N ethyl acetate) was stirred for several hours. Filtration of the precipitate gave 3-piperidinecarboxanilide hydrochloride (187 mg, 55%).

Workup

filtrationFiltration of the precipitate

Sources & evidence

ORD record: ord-00c3107a1e1b4b18a692d37fb34de1d3
Source dataset: uspto-grants-2008_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07427615B2

Reaction notes

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