4-Chlorobenzhydryl chloride → 1-(p-Chlorophenyl-phenylmethyl)-3-methyl-3-(3,4-dimethoxybenzyl)-piperazine

HRID 1973251Notes

Reaction equation

HRID 1973251 reaction equation
[CH3:1][C:2]1([CH2:8][C:9]2[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[C:11]([O:17][CH3:18])[CH:10]=2)[NH:7][CH2:6][CH2:5][NH:4][CH2:3]1.[Cl:19][C:20]1[CH:25]=[CH:24][C:23]([CH:26](Cl)[C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)=[CH:22][CH:21]=1>C(C(C)=O)C>[Cl:19][C:20]1[CH:21]=[CH:22][C:23]([CH:26]([C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)[N:4]2[CH2:5][CH2:6][NH:7][C:2]([CH3:1])([CH2:8][C:9]3[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[C:11]([O:17][CH3:18])[CH:10]=3)[CH2:3]2)=[CH:24][CH:25]=1

Participants

4

Reactant 2

HCID 2415844-Chlorobenzhydryl chlorideHCID 20363969HCID 20363969, compound

Product 1

HCID 214285731-(p-Chlorophenyl-phenylmethyl)-3-methyl-3-(3,4-dimethoxybenzyl)-piperazineYield 80%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

If 3-methyl-3-(3,4-dimethoxybenzyl)-piperazine is reacted with p-chlorophenyl-phenylmethyl chloride in methyl ethyl ketone according to Example 2, 1-(p-chlorophenyl-phenylmethyl)-3-methyl-3-(3,4-dimethoxybenzyl)-piperazine is obtained in 80 percent yield after a twelve-hour reaction period. The hydrochloride has a melting point of 235° - 237° C. (isopropanol).

Sources & evidence

ORD record
ord-135fec41412a45d68875686baf13d7cf
Source dataset
uspto-grants-1976_12
Patent number
US03996360

Reaction notes

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