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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 245315Erstellt: 25. Oktober 2026

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

https://huagongshe.com/reaction/245315

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—
LösungsmittelDichloromethaneHCID 6344—
LösungsmittelEthyl AcetateHCID 8857—
Produkt(S)-5-((dibenzylamino)methyl)-3-(3-fluoro-4-morpholinophenyl)oxazolidin-2-oneHCID 1121366869,4%

Reaktionsschritte

N-carbobenzoxy-3-fluoro-4-morpholinyl aniline (0.33 g, 1 mmol) and lithium tert-butoxide (0.19 g, 2.4 mmol) were added under nitrogen atmosphere to 10 mL of methylene dichloride and the mixture was stirred at room temperature for 0.5 hours. (S)-1-chloro-3-(dibenzylamino) propan-2-ol (0.32 g, 1.1 mmol) was added and the reaction mixture was heated to reflux and stirred for 5 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 0.33 g of off-white solid in 69% yield.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08658789B2
Quelldatensatzuspto-grants-2014_02
ORD IDord-c600a7b9783149b2a5dcd50621392032
Quellennotizuspto-grants-2014_02