Trifluoroacetic acid → 1-[4-(Trifluoromethoxy)benzenesulfonyl]piperazine

HRID 506862Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 506862
C(OC([N:8]1[CH2:13][CH2:12][N:11]([S:14]([C:17]2[CH:22]=[CH:21][C:20]([O:23][C:24]([F:27])([F:26])[F:25])=[CH:19][CH:18]=2)(=[O:16])=[O:15])[CH2:10][CH2:9]1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[F:27][C:24]([F:25])([F:26])[O:23][C:20]1[CH:21]=[CH:22][C:17]([S:14]([N:11]2[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]2)(=[O:16])=[O:15])=[CH:18][CH:19]=1

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 458629304-(4-Trifluoromethoxy-benzenesulfonyl)-piperazine-1-carboxylic acid tert-butyl ester

Produkt 1

HCID 20794021-[4-(Trifluoromethoxy)benzenesulfonyl]piperazineAusbeute 87 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a cold (0 C) solution of 4-(4-trifluoromethoxy-benzenesulfonyl)-piperazine-1-carboxylic acid tert-butyl ester (1.15 g, 2.8 mmol) in DCM (3 ml) was added TFA (2 ml). The resulting solution was stirred for 1 hr. Solvent was then removed under reduced pressure. The crude solid was taken-up in AcOEt (15 ml) and washed with NaHCO3 sat (2×5 ml), water (5 ml) and finally with brine (5 ml). The organic layer was dried over MgSO4 and the solvent was removed under vacuo to yield the desired 1-(4-trifluoromethoxy-benzenesulfonyl)-piperazine as a white solid (753 mg, 87% yield).

Aufarbeitung

  1. customSolvent was then removed under reduced pressure
  2. washwashed with NaHCO3
  3. dry with materialThe organic layer was dried over MgSO4
  4. customthe solvent was removed under vacuo

Quellen und Nachweise

ORD-Eintrag
ord-9c44250bc06b4969abc709fb7e3ae94f
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07786121B2

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