Potassium Carbonate → 1-[2-(2,6-Dichlorophenyl)ethyl]-4-benzamidopiperidine

HRID 437237Notes

Reaction equation

HRID 437237 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[CH2:9][CH2:10]Br.[C:12]([NH:20][CH:21]1[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]1)(=[O:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C(=O)([O-])[O-].[K+].[K+]>>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[CH2:9][CH2:10][N:24]1[CH2:25][CH2:26][CH:21]([NH:20][C:12](=[O:19])[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH2:22][CH2:23]1

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 118120N-4-PiperidylbenzamideHCID 134801952-(2-Bromoethyl)-1,3-dichlorobenzene

Product 1

HCID 214132711-[2-(2,6-Dichlorophenyl)ethyl]-4-benzamidopiperidineYield 41.1%

Procedure

2-(2,6-Dichlorophenyl)ethyl bromide (674 mg.) was reacted with 4-benzamidopiperidine (547 mg.) in the presence of anhydrous potassium carbonate (736 mg.) following the procedure of Example 37 to give the title compound as the hydrochloride (412 mg) m.p. 285.7° C. after crystallisation from ethanolic hydrogen chloride and ether. (Found: C, 58.0; H, 5.6; N, 6.7. C20H22Cl2N2O. HCl requires C, 58.05; H, 5.6; N, 6.8%).

Sources & evidence

ORD record
ord-5cccca16e93e449c8a5232fbd7ce2b06
Source dataset
uspto-grants-1977_06
Patent number
US04029801

Reaction notes

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