tert-Butyl piperazine-1-carboxylate → 1-Boc-4-(5-nitro-2-pentafluoroethyl-benzyl)-piperazine

HRID 887536Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 887536
Br[CH2:2][C:3]1[CH:8]=[C:7]([N+:9]([O-:11])=[O:10])[CH:6]=[CH:5][C:4]=1[C:12]([F:18])([F:17])[C:13]([F:16])([F:15])[F:14].[C:19]([N:26]1[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]1)([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20].C([O-])(O)=O.[Na+]>C(Cl)Cl>[C:19]([N:26]1[CH2:27][CH2:28][N:29]([CH2:2][C:3]2[CH:8]=[C:7]([N+:9]([O-:11])=[O:10])[CH:6]=[CH:5][C:4]=2[C:12]([F:18])([F:17])[C:13]([F:16])([F:15])[F:14])[CH2:30][CH2:31]1)([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20]

Komponenten

5

Edukt 3

HCID 143452tert-Butyl piperazine-1-carboxylateHCID 516892Sodium BicarbonateHCID 219593672-Bromomethyl-4-nitro-1-pentafluoroethyl-benzene

Produkt 1

HCID 222492271-Boc-4-(5-nitro-2-pentafluoroethyl-benzyl)-piperazine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

2-Bromomethyl-4-nitro-1-pentafluoroethyl-benzene (2.5 g) was dissolved in CH2Cl2 and added to N-Boc-piperazine (2.5 g) and NaHCO3 (1 g) and stirred at RT overnight. The mixture was diluted with CH2Cl2 (100 ml), washed with sat'd NH4Cl, dried over MgSO41 filtered and concentrated. The residue was purified by silica gel chromatography (hexane, CH2Cl2:hexane 2:8) to give the compound as a yellow solid.

Aufarbeitung

  1. washwashed with sat'd NH4Cl
  2. customdried over MgSO41
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customThe residue was purified by silica gel chromatography (hexane, CH2Cl2:hexane 2:8)

Quellen und Nachweise

ORD-Eintrag
ord-66bdb3a0ebe14cd5a0b0c14ad7fe99c0
Quelldatensatz
uspto-grants-2012_08
Patentnummer
US08247430B2

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