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

HRID 2290872

Reaction equation

HRID 2290872 reaction equation
[CH2:1]([N:9]1[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]1)[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[OH-].[K+].Br[CH2:18][CH2:19][CH2:20][Cl:21]>CS(C)=O>[ClH:21].[ClH:21].[CH2:1]([N:9]1[CH2:10][CH2:11][N:12]([CH2:18][CH2:19][CH2:20][Cl:21])[CH2:13][CH2:14]1)[CH2:2][C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 80061-Bromo-3-chloropropaneHCID 14797Potassium HydroxideHCID 792141-Phenethylpiperazine

Product 1

HCID 201531791-Phenethyl-4-(3-chloropropyl)piperazine dihydrochlorideYield 188.8%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

The procedure described in Example 1(a) was followed, using 29.4 g of 1-phenethyl piperazine, 25.0 g of potassium hydroxide, 100 ml of dimethyl sulfoxide and 24.0 g of 1-bromo-3-chloropropane. Work-up, as described above, gave 32.6 g (64% of theory) of 1-phenethyl-4-(3-chloropropyl)piperazine dihydrochloride as an off-white crystalline solid.

Sources & evidence

ORD record
ord-aff75458a7f94c429ebebaaf3f8ceb03
Source dataset
uspto-grants-1986_10
Patent number
US04618677

Linked notes

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