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

HRID 3824

Reaction equation

HRID 3824 reaction equation
[C:1]1([CH2:7][CH2:8][CH2:9][N:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[K+].Br[CH2:19][CH2:20][CH2:21][Cl:22]>CS(C)=O>[ClH:22].[ClH:22].[C:1]1([CH2:7][CH2:8][CH2:9][N:10]2[CH2:11][CH2:12][N:13]([CH2:19][CH2:20][CH2:21][Cl:22])[CH2:14][CH2:15]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 80061-Bromo-3-chloropropaneHCID 14797Potassium HydroxideHCID 7965341-(3-Phenylpropyl)piperazine

Product 1

HCID 201531841-(3-Phenylpropyl)-4-(3-chloropropyl)piperazine dihydrochlorideYield 219.3%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

The procedure described in Example 17(a) was followed, using 36.0 g of (3-phenylpropyl)piperazine, 25.0 g of potassium hydroxide, 125 ml of dimethyl sulfoxide and 28.0 g of 1-bromo-3-chloropropane, to give 46.0 g (73% of theory) of 1-(3-phenylpropyl)-4-(3-chloropropyl)piperazine dihydrochloride.

Sources & evidence

ORD record
ord-249a67ffce174364b0ae5c54cd4ac01c
Source dataset
uspto-grants-1988_02
Patent number
US04722926

Linked notes

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