1-Bromo-3-chloropropane → 1-[3-(4-Chlorophenyl)propyl]-4-(3-chloropropyl)piperazine dihydrochloride

HRID 2290883Notes

Reaction equation

HRID 2290883 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][N:11]2[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]2)=[CH:4][CH:3]=1.[OH-].[K+].Br[CH2:20][CH2:21][CH2:22][Cl:23]>CS(C)=O>[ClH:1].[ClH:23].[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][N:11]2[CH2:12][CH2:13][N:14]([CH2:20][CH2:21][CH2:22][Cl:23])[CH2:15][CH2:16]2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 80061-Bromo-3-chloropropaneHCID 14797Potassium HydroxideHCID 1628731-(3-(4-Chlorophenyl)propyl)piperazine

Product 1

HCID 201531801-[3-(4-Chlorophenyl)propyl]-4-(3-chloropropyl)piperazine dihydrochlorideYield 104.9%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

The procedure described in Example 17(a) was followed, using 27.0 g of 3-(4-chlorophenyl)propyl piperazine, 22.0 g of potassium hydroxide, 250 ml of dimethyl sulfoxide and 17.7 g of 1-bromo-3-chloropropane to give 22.9 g (54% of theory) of 1-[3-(4-chlorophenyl)propyl]-4-(3-chloropropyl)piperazine dihydrochloride.

Sources & evidence

ORD record
ord-be527bfd5c7c4a54b81ef86a6e5b6b69
Source dataset
uspto-grants-1986_10
Patent number
US04618677

Reaction notes

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