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

HRID 1272521Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1272521
[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

b)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 was heated at reflux overnight. The final mixture was concentrated and directly purified by flash chromatography over silica gel (eluting 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 hexane to DCM)

Quellen und Nachweise

ORD-Eintrag
ord-6120e816896744f9ae699066923ae09d
Quelldatensatz
uspto-grants-2007_04
Patentnummer
US07208602B2

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