Acetonitrile → HCID 59244915, compound

HRID 912246

Reaction equation

HRID 912246 reaction equation
Br[CH2:2][CH2:3][C:4]1[CH:5]=[C:6]([Br:10])[CH:7]=[CH:8][CH:9]=1.[C:11]([O:15][C:16]([N:18]1[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]1)=[O:17])([CH3:14])([CH3:13])[CH3:12].C(=O)([O-])[O-].[K+].[K+].C(#N)C>C(OCC)(=O)C>[C:11]([O:15][C:16]([N:18]1[CH2:23][CH2:22][N:21]([CH2:2][CH2:3][C:4]2[CH:5]=[C:6]([Br:10])[CH:7]=[CH:8][CH:9]=2)[CH2:20][CH2:19]1)=[O:17])([CH3:14])([CH3:12])[CH3:13]

Participants

6

Reactant 4

HCID 6342AcetonitrileHCID 11430Potassium CarbonateHCID 143452tert-Butyl piperazine-1-carboxylateHCID 143612163-Bromophenethyl bromide

Product 1

HCID 59244915HCID 59244915, compoundYield 92.2%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To 3-(2-bromo-ethyl)-1-bromo-benzene (0.15 ml, 1 mmol), 1-tert-butoxycarbonyl-piperazine (186 mg) and potassium carbonate (280 mg), acetonitrile (4 ml) was added, followed by stirring for 4 days. To the reaction mixture, ethyl acetate was added, which was washed with ammonium chloride solution, followed by drying over sodium sulfate. After filtering off the drying agent, the filtrate was concentrated under reduced pressure, to obtain 3-(2-(4-tert-butoxycarbonyl-piperazin-1-yl)-ethyl)-1-bromo-benzene as a colorless oil (340 mg, 92%).

Workup

  1. washwhich was washed with ammonium chloride solution
  2. dry with materialby drying over sodium sulfate
  3. filtrationAfter filtering off the drying agent
  4. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-593da5778212483a84c2edee09c15c65
Source dataset
uspto-grants-2011_09
Patent number
US08022205B2

Linked notes

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