1-Bromo-2-Chloroethane → HCID 4741833, compound

HRID 1694652Notes

Reaction equation

HRID 1694652 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)=[CH:5][CH:4]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:22][CH2:23][Cl:24]>CN(C)C=O>[Cl:24][CH2:23][CH2:22][N:12]1[CH2:13][CH2:14][N:9]([C:6]2[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:8][CH:7]=2)[CH2:10][CH2:11]1

Participants

5

Reactant 3

HCID 78491-Bromo-2-ChloroethaneHCID 11430Potassium CarbonateHCID 2697221-(4-Methoxyphenyl)piperazine

Product 1

HCID 4741833HCID 4741833, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1-(4-methoxyphenyl)piperazine was dissolved in N,N-dimethylformamide, and potassium carbonate and 1-bromo-2-chloroethane were added. The resulting mixture was stirred at room temperature overnight, the solid material filtered off, and the solvent removed from the filtrate under reduced pressure. The residue was purified by biotage chromatography eluting with 3:7 ethyl acetate:hexanes, to provide 1-[4-(2-chloroethyl)piperazinyl]-4-methoxybenzene.

Workup

  1. filtrationthe solid material filtered off
  2. customthe solvent removed from the filtrate under reduced pressure
  3. customThe residue was purified by biotage chromatography
  4. washeluting with 3:7 ethyl acetate

Sources & evidence

ORD record
ord-d5d176043ac04725a072af751471795e
Source dataset
uspto-grants-2012_04
Patent number
US08158810B2

Reaction notes

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