1-Bromo-3-chloropropane → 4-Chlorobenzyl-4-(3-chloropropyl)piperazine dihydrochloride

HRID 3792

Reaction equation

HRID 3792 reaction equation
[Cl:1][C:2]1[CH:14]=[CH:13][C:5]([CH2:6][N:7]2[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]2)=[CH:4][CH:3]=1.[OH-].[K+].Br[CH2:18][CH2:19][CH2:20][Cl:21]>CS(C)=O>[ClH:1].[ClH:21].[Cl:1][C:2]1[CH:14]=[CH:13][C:5]([CH2:6][N:7]2[CH2:12][CH2:11][N:10]([CH2:18][CH2:19][CH2:20][Cl:21])[CH2:9][CH2:8]2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 80061-Bromo-3-chloropropaneHCID 14797Potassium HydroxideHCID 1348264-Chlorobenzylpiperazine

Product 1

HCID 201531894-Chlorobenzyl-4-(3-chloropropyl)piperazine dihydrochlorideYield 74%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

Utilizing the procedure described in Example 1(a), 20.0 g of 1-(4-chlorobenzyl)piperazine, 100 ml of dimethyl sulfoxide, 15.0 g of potassium hydroxide and 15.0 of 1-bromo-3-chloropropane yielded 25.1 g (74% of theory) of 1-(4-chlorobenzyl)-4-(3-chloropropyl)piperazine dihydrochloride as a white crystalline solid.

Sources & evidence

ORD record
ord-2696e8dc20db40a1b56b86bc942054c8
Source dataset
uspto-grants-1988_02
Patent number
US04722926

Linked notes

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