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

HRID 1730362Notes

Reaction equation

HRID 1730362 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

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°. Analysis: Found: C, 70.50; H, 8.14; N, 6.29. C26H34N2O2.HCl requires C, 70.48; H, 7.96; N, 6.32%.

Workup

  1. custom) were reacted together in the manner of Example 68

Sources & evidence

ORD record
ord-45807a92fd964bf497bab8e3d6f5a7e5
Source dataset
uspto-grants-1976_11
Patent number
US03992389

Reaction notes

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