Trifluoroacetic acid → (2S)-2-(4,4,5,5,5-pentafluoropentylthiomethyl)-pyrrolidine

HRID 361690Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 361690
C(OC([N:8]1[CH2:12][CH2:11][CH2:10][C@H:9]1[CH2:13][S:14][CH2:15][CH2:16][CH2:17][C:18]([F:24])([F:23])[C:19]([F:22])([F:21])[F:20])=O)(C)(C)C.FC(F)(F)C(O)=O.C(=O)(O)[O-].[Na+]>>[F:24][C:18]([F:23])([C:19]([F:20])([F:21])[F:22])[CH2:17][CH2:16][CH2:15][S:14][CH2:13][C@@H:9]1[CH2:10][CH2:11][CH2:12][NH:8]1

Komponenten

4

Edukt 3

HCID 6422Trifluoroacetic acidHCID 516892Sodium BicarbonateHCID 57019942N-tert-butyloxycarbonyl-(2S)-2-(4,4,5,5,5-pentafluoropentylthiomethyl)-pyrrolidine

Produkt 1

HCID 57069197(2S)-2-(4,4,5,5,5-pentafluoropentylthiomethyl)-pyrrolidineAusbeute 96,1 %

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

2.55 g of N-tert-butyloxycarbonyl-(2S)-2-(4,4,5,5,5-pentafluoropentylthiomethyl)-pyrrolidine is added to 5.4 ml of trifluoroacetic acid, cooled to 0° C., and the mixture is stirred for 1.5 hours at 0° C. and for 16 hours at room temperature. The reaction mixture is poured onto 10% sodium bicarbonate solution, extracted with ethyl acetate, washed with saturated common salt solution, dried on sodium sulfate and concentrated by evaporation. 1.8 g of the title compound is obtained as oily crude product.

Aufarbeitung

  1. extractionextracted with ethyl acetate
  2. washwashed with saturated common salt solution
  3. customdried on sodium sulfate
  4. concentrationconcentrated by evaporation

Quellen und Nachweise

ORD-Eintrag
ord-bae9160acd8545f2a18d0d41a3ee7a8c
Quelldatensatz
uspto-grants-1999_02
Patentnummer
US05866560

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