Hydrochloric Acid → 4-Benzamido-1-[4-(4-bromophenyl)-4-oxobutyl]piperidine

HRID 437250Notes

Reaction equation

HRID 437250 reaction equation
Cl[CH2:2][CH2:3][CH2:4][C:5]([C:7]1[CH:12]=[CH:11][C:10]([Br:13])=[CH:9][CH:8]=1)=[O:6].[C:14]([NH:22][CH:23]1[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]1)(=[O:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.C(=O)([O-])[O-].[K+].[K+].Cl>>[C:14]([NH:22][CH:23]1[CH2:28][CH2:27][N:26]([CH2:2][CH2:3][CH2:4][C:5]([C:7]2[CH:12]=[CH:11][C:10]([Br:13])=[CH:9][CH:8]=2)=[O:6])[CH2:25][CH2:24]1)(=[O:21])[C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 783174'-Bromo-4-chlorobutyrophenoneHCID 118120N-4-Piperidylbenzamide

Product 1

HCID 214306334-Benzamido-1-[4-(4-bromophenyl)-4-oxobutyl]piperidineYield 78%

Procedure

4-Chloro-4'-bromobutyrophenone (2.61 g.), 4-benzamidopiperidine (2.04 g.) and anhydrous potassium carbonate (1.38 g.) were reacted together in the manner of Example 68 to give the title compound (3.34 g.) as the hydrochloride, colourless microcrystals, m.p. 268.0° .

Sources & evidence

ORD record
ord-3b6d5fe868f546f982e32e148f8085fd
Source dataset
uspto-grants-1977_06
Patent number
US04029801

Reaction notes

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