4-Chlorobenzenesulfonyl chloride → 2,2,2-Trifluoroethane-1-sulfonamide

HRID 853774Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 853774
[F:1][C:2]([F:11])([F:10])[CH2:3]N1CCCCC1.C([N:14](CC)CC)C.ClC1C=CC([S:26](Cl)(=[O:28])=[O:27])=CC=1>ClCCCl>[F:1][C:2]([F:11])([F:10])[CH2:3][S:26]([NH2:14])(=[O:28])=[O:27]

Komponenten

5

Edukt 3

HCID 73984-Chlorobenzenesulfonyl chlorideHCID 8471TriethylamineHCID 178400041-(2,2,2-Trifluoroethyl)piperidine

Produkt 1

HCID 212655462,2,2-Trifluoroethane-1-sulfonamideAusbeute 114,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 111,2-DichloroethaneLösungsmittel

Versuchsvorschrift

To a solution of O-protected trifluoroethyl piperidine (1.13 g, 3.6 mmol) in DCE (15 mL) was added triethylamine (0.6 mL, 4.3 mmol) then 4-chlorobenzenesulfonyl chloride (1.13 g, 5.4 mmol) and the reaction mixture was heated at reflux overnight. The final mixture was concentrated and directly purified by flash chromatography over silica gel (eluting with hexane to DCM) to afford 0.67 g (38%) of O-protected trifluoroethyl sulfonamide.

Aufarbeitung

  1. temperatureat reflux overnight
  2. concentrationThe final mixture was concentrated
  3. customdirectly purified by flash chromatography over silica gel (eluting with hexane to DCM)

Quellen und Nachweise

ORD-Eintrag
ord-6f48be7f0b274a12b71403a5aec730ef
Quelldatensatz
uspto-grants-2007_08
Patentnummer
US07256186B2

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