Trifluoroacetic acid → 5-([4-[2-(4-Methanesulfonyloxyphenyl)ethoxy]phenyl]methyl)oxazolidine-2,4-dione

HRID 1595482Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1595482
FC(F)(F)C(O)=O.C1(C(C2C=CC=CC=2)(C2C=CC=CC=2)[N:15]2[C:19](=[O:20])[CH:18]([CH2:21][C:22]3[CH:27]=[CH:26][C:25]([O:28][CH2:29][CH2:30][C:31]4[CH:36]=[CH:35][C:34]([O:37][S:38]([CH3:41])(=[O:40])=[O:39])=[CH:33][CH:32]=4)=[CH:24][CH:23]=3)[O:17][C:16]2=[O:42])C=CC=CC=1>ClCCl>[CH3:41][S:38]([O:37][C:34]1[CH:33]=[CH:32][C:31]([CH2:30][CH2:29][O:28][C:25]2[CH:26]=[CH:27][C:22]([CH2:21][CH:18]3[O:17][C:16](=[O:42])[NH:15][C:19]3=[O:20])=[CH:23][CH:24]=2)=[CH:36][CH:35]=1)(=[O:39])=[O:40]

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 217049903-Triphenylmethyl-5-([4-[2-(4-methanesulfonyloxyphenyl)ethoxy]phenyl]methyl)oxazolidine-2,4-dione

Produkt 1

HCID 217050105-([4-[2-(4-Methanesulfonyloxyphenyl)ethoxy]phenyl]methyl)oxazolidine-2,4-dioneAusbeute 88,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

1 ml trifluoroacetic acid was added to a solution of 0.214 g (0.33 mmole) 3-triphenylmethyl-5-([4-[2-(4-methanesulfonyloxyphenyl)ethoxy]phenyl]methyl)oxazolidine-2,4-dione in 10 ml dichloromethane. After stirring for 45 minutes at room temperature 20 ml more of dichloromethane was added, the reaction mixure was washed twice with water, dried (sodium sulfate) and the solvent was evaporated in vacuo. The crude product was purified by chromatography on silica gel using heptane:ethyl acetate:acetic acid (10:10:1) as eluent to give 0.118 g (yield 88%) of 5-([4-[2-(4-methanesulfonyloxyphenyl)ethoxy]phenyl]methyl)oxazolidine-2,4-dione.

Aufarbeitung

  1. additionwas added
  2. washthe reaction mixure was washed twice with water
  3. dry with materialdried (sodium sulfate)
  4. customthe solvent was evaporated in vacuo
  5. customThe crude product was purified by chromatography on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-293df3e401174385b38b570f7984d74c
Quelldatensatz
uspto-grants-2001_09
Patentnummer
US06288096B1

Notizen zur Reaktion

Wird geladen…