N-bromobutanimide → Benzyl 4-(4-bromophenyl)piperazine-1-carboxylate

HRID 2403614Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2403614
[C:1]1([N:7]2[CH2:12][CH2:11][N:10]([C:13]([O:15][CH2:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[O:14])[CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Br:23]N1C(=O)CCC1=O>CN(C=O)C>[Br:23][C:4]1[CH:3]=[CH:2][C:1]([N:7]2[CH2:8][CH2:9][N:10]([C:13]([O:15][CH2:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[O:14])[CH2:11][CH2:12]2)=[CH:6][CH:5]=1

Komponenten

4

Edukt 2

HCID 67184N-bromobutanimideHCID 98792541-Piperazinecarboxylic acid, 4-phenyl-, phenylmethyl ester

Produkt 1

HCID 46739494Benzyl 4-(4-bromophenyl)piperazine-1-carboxylateAusbeute 86,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

Benzyl 4-phenylpiperazine-1-carboxylate (2.1 g) was dissolved in DMF (80 ml), and N-bromosuccinimide (1.4 g) was added thereto, followed by stirring at room temperature for 2 hours. The reaction mixture was concentrated under reduced pressure and subjected to liquid separation by the addition of CHCl3 and a saturated aqueous sodium hydrogen carbonate solution. The organic layer was separated and dried over Na2SO4, and then the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane/EtOAc) to obtain benzyl 4-(4-bromophenyl)piperazine-1-carboxylate (2.3 g).

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customsubjected to liquid separation by the addition of CHCl3
  3. customThe organic layer was separated
  4. dry with materialdried over Na2SO4
  5. customthe solvent was evaporated under reduced pressure
  6. customThe obtained residue was purified by silica gel column chromatography (hexane/EtOAc)

Quellen und Nachweise

ORD-Eintrag
ord-566f931f23a84db8b2e1dbcdd053de75
Quelldatensatz
uspto-grants-2014_08
Patentnummer
US08802679B2

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