Sodium Hydroxide → HCID 22261605, Verbindung

HRID 1610341Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1610341
[F:1][C:2]([C:5]1[CH:24]=[CH:23][C:8]([CH2:9][CH:10]2[CH:14]([C:15]3[CH:20]=[CH:19][C:18]([F:21])=[CH:17][CH:16]=3)[O:13]C(=O)[NH:11]2)=[CH:7][CH:6]=1)([F:4])[CH3:3].[OH-].[Na+]>C(O)C.O>[NH2:11][CH:10]([CH2:9][C:8]1[CH:7]=[CH:6][C:5]([C:2]([F:4])([F:1])[CH3:3])=[CH:24][CH:23]=1)[CH:14]([C:15]1[CH:20]=[CH:19][C:18]([F:21])=[CH:17][CH:16]=1)[OH:13]

Komponenten

5

Edukt 2

HCID 14798Sodium HydroxideHCID 22261894HCID 22261894, Verbindung

Produkt 1

HCID 22261605HCID 22261605, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel2×

Versuchsvorschrift

(4RS,5SR)-4-[4-(1,1-Difluoroethyl)benzyl]-5-(4-fluorophenyl)-1,3-oxazolidin-2-one (1.557 g, 4.643 mmol) and sodium hydroxide (0.74 g, 18.6 mmol) were heated under reflux in ethanol (20 ml) and water (1 ml) for 6 hrs. The reaction solution was diluted with water and extracted twice with ethyl acetate. The collected organic layer was dried over anhydrous sodium sulfate and the solvent was evaporated under reduced pressure. The residue was purified by silica gel (APS type) column chromatography (hexane/ethyl acetate=3/1-ethyl acetate) to give the objective substance.

Aufarbeitung

  1. extractionextracted twice with ethyl acetate
  2. dry with materialThe collected organic layer was dried over anhydrous sodium sulfate
  3. customthe solvent was evaporated under reduced pressure
  4. customThe residue was purified by silica gel (APS type) column chromatography (hexane/ethyl acetate=3/1-ethyl acetate)
  5. customto give the objective substance

Quellen und Nachweise

ORD-Eintrag
ord-c4f714ba877e4accb056f777ae391b65
Quelldatensatz
uspto-grants-2006_01
Patentnummer
US06982348B2

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