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Hydrochloric Acid → 4-Benzamido-1-[4-(4-tert-butyl-phenyl)-4-oxobutyl]piperidine

HRID 437249
Notes
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Reaction equation

HRID 437249 reaction equation
Cl[CH2:2][CH2:3][CH2:4][C:5]([C:7]1[CH:12]=[CH:11][C:10]([C:13]([CH3:16])([CH3:15])[CH3:14])=[CH:9][CH:8]=1)=[O:6].[C:17]([NH:25][CH:26]1[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]1)(=[O:24])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.C(=O)([O-])[O-].[K+].[K+].Cl>>[C:17]([NH:25][CH:26]1[CH2:31][CH2:30][N:29]([CH2:2][CH2:3][CH2:4][C:5]([C:7]2[CH:12]=[CH:11][C:10]([C:13]([CH3:16])([CH3:15])[CH3:14])=[CH:9][CH:8]=2)=[O:6])[CH2:28][CH2:27]1)(=[O:24])[C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 118120N-4-PiperidylbenzamideHCID 27236944'-tert-Butyl-4-chlorobutyrophenone

Product 1

HCID 214306124-Benzamido-1-[4-(4-tert-butyl-phenyl)-4-oxobutyl]piperidineYield 57.4%

Procedure

4-Chloro-4'-tert-butylbutyrophenone (3.58 g.), 4-benzamidopiperidine (3.06 g.) and anhydrous potassium carbonate (2.67 g.) were reacted together in the manner of Example 68 to give the title compound (3.495 g.) as the hydrochloride, colourless microcrystals, m.p. 268.0° .

Sources & evidence

ORD record
ord-5d5ee157df3443ef86d7a4325ccbaf25
Source dataset
uspto-grants-1977_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04029801

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes