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

HRID 3818
Notes
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Reaction equation

HRID 3818 reaction equation
[Cl:1][C:2]1[CH:15]=[CH:14][C:5]([CH2:6][CH2:7][N:8]2[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)=[CH:4][CH:3]=1.[OH-].[K+].Br[CH2:19][CH2:20][CH2:21][Cl:22]>CS(C)=O>[ClH:1].[ClH:22].[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][CH2:7][N:8]2[CH2:13][CH2:12][N:11]([CH2:19][CH2:20][CH2:21][Cl:22])[CH2:10][CH2:9]2)=[CH:14][CH:15]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 80061-Bromo-3-chloropropaneHCID 14797Potassium HydroxideHCID 122357141-[2-(4-Chlorophenyl)ethyl]piperazine

Product 1

HCID 201531821-(4-Chlorophenethyl)-4-(3-chloropropyl)piperazine dihydrochlorideYield 118.3%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

The procedure described in Example 17(a) was followed, using 6.5 g of 1-(4-chlorophenethyl)piperazine, 6.0 g of potassium hydroxide, 125 ml of dimethyl sulfoxide and 4.6 g of 1-bromo-3-chloropropane. Work-up, as described above, gave 6.4 g (59% of theory) of 1-(4-chlorophenethyl)-4-(3-chloropropyl)piperazine dihydrochloride as a white crystalline solid.

Sources & evidence

ORD record
ord-3718907b4bb04353b2d6e7ee3e40a47d
Source dataset
uspto-grants-1988_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04722926

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes