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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 245314Erstellt: 25. Oktober 2026

Ammonium Chloride → (S)-5-((dibenzylamino)methyl)-3-(3-fluoro-4-morpholinophenyl)oxazolidin-2-one

https://huagongshe.com/reaction/245314

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAmmonium ChlorideHCID 25517—
EduktCarbamic acid, N-(3-fluoro-4-(4-morpholinyl)phenyl)-, phenylmethyl esterHCID 5306150—
Edukt2-Propanol, 2-methyl-, lithium salt (1:1)HCID 23664764—
Edukt(S)-1-chloro-3-(dibenzylamino)propan-2-olHCID 49765557—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelEthyl AcetateHCID 8857—
Produkt(S)-5-((dibenzylamino)methyl)-3-(3-fluoro-4-morpholinophenyl)oxazolidin-2-oneHCID 1121366882%

Reaktionsschritte

N-carbobenzoxy-3-fluoro-4-morpholinylaniline (0.33 g, 1 mmol) and lithium tert-butoxide (0.19 g, 2.4 mmol) were added under nitrogen atmosphere to 10 mL of tetrahydrofuran and the mixture was stirred at room temperature for 2 hours. (S)-1-chloro-3-(dibenzylamino)propan-2-ol (0.32 g, 1.1 mmol) was added and then reaction mixture was heated to 60° C. and stirred for 8 hours. Saturated ammonium chloride solution, and ethyl acetate were added to separate. The organic layer was washed with water and dried over anhydrous magnesium sulfate, filtered, and the solvent was evaporated to provide 0.39 g of off-white solid in 82% yield.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08658789B2
Quelldatensatzuspto-grants-2014_02
ORD IDord-cb1f6d8b19e5487e8bc7983c9d838c8d
Quellennotizuspto-grants-2014_02