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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 990873Erstellt: 25. Oktober 2026

Water → (1R)-1-(2-(Trifluoromethyl)phenyl)ethylamine

https://huagongshe.com/reaction/990873

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktAmmonium HydroxideHCID 14923—
EduktSodium borohydrideHCID 4311764—
Edukt1-(2-trifluoromethyl-phenyl)-ethanone O-methyl-oximeHCID 54513608—
KatalysatorZirconium chloride (ZrCl4), (T-4)-HCID 9856075—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt(1R)-1-(2-(Trifluoromethyl)phenyl)ethylamineHCID 278245017,1%

Reaktionsbedingungen

Temperatur25 °C

Reaktionsschritte

Sodium borohydride (1.17 g) is added slowly to a flask containing zirconium tetrachloride (1.8 g) in tetrahydrofuran (27 mL). A solution of 1-(2-trifluoromethyl-phenyl)-ethanone O-methyl-oxime (1.34 g) in tetrahydrofuran (7.7 mL) is added and the resulting solution is stirred at 25° C. for 12 hours. The reaction mixture is then cooled to 0° C. and water (16 mL) is slowly added. Excess ammonium hydroxide is added and the solution is extracted twice with ethyl acetate. The organic portion is washed twice with 1N hydrochloric acid. The aqueous (acid) layer is basified with sodium hydroxide and extracted twice with ethyl acetate. The organic layer is then washed with saturated aqueous sodium chloride and dried over anhydrous magnesium sulfate. The solvent is removed under reduced pressure to provide the desired product as a yellow oil (0.20 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06462055B2
Quelldatensatzuspto-grants-2002_10
ORD IDord-4b3bf6f75ef34627bf30faadf092c1bc
Quellennotizuspto-grants-2002_10