Hydrochloric Acid → HCID 54500756, Verbindung

HRID 1740493Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1740493
[F:1][C:2]([F:15])([F:14])[S:3]([O:6]S(C(F)(F)F)(=O)=O)(=[O:5])=[O:4].[CH3:16][O:17][CH2:18][C@@H:19]1[O:23][C:22](=[O:24])[N:21]([C:25]2[C:29]3[CH:30]=[CH:31][C:32](O)=[CH:33][C:28]=3[O:27][CH:26]=2)[CH2:20]1.Cl>N1C=CC=CC=1>[F:1][C:2]([F:15])([F:14])[S:3]([O:6][C:32]1[CH:31]=[CH:30][C:29]2[C:25]([N:21]3[CH2:20][C@H:19]([CH2:18][O:17][CH3:16])[O:23][C:22]3=[O:24])=[CH:26][O:27][C:28]=2[CH:33]=1)(=[O:5])=[O:4]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 67749Trifluoromethanesulfonic anhydrideHCID 15381150HCID 15381150, Verbindung

Produkt 1

HCID 54500756HCID 54500756, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

5.8 ml (0.035 mol) of trifluoromethanesulphonic anhydride are added slowly to a solution, maintained at -20° C., of 7.6 g (0.029 mol) of (R)-5-(methoxymethyl)-3-(6-hydroxybenzofuran-3-yl)oxazolidin-2-one in 60 ml of pyridine. After returning to room temperature, the mixture is poured into ice and is brought to a pH of 6 by means of 2N hydrochloric acid. The product is then extracted with ethyl acetate, the solvent is evaporated under reduced pressure and the product is purified by chromatography on silica gel with a 10/90 mixture of cyclohexane and dichloromethane.

Aufarbeitung

  1. customAfter returning to room temperature
  2. additionthe mixture is poured into ice
  3. extractionThe product is then extracted with ethyl acetate
  4. customthe solvent is evaporated under reduced pressure
  5. customthe product is purified by chromatography on silica gel with a 10/90 mixture of cyclohexane and dichloromethane

Quellen und Nachweise

ORD-Eintrag
ord-0449bb5862384ee4875dbae51f03aa08
Quelldatensatz
uspto-grants-1999_10
Patentnummer
US05969146

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