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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 8454Erstellt: 24. Oktober 2026

Hydrochloric Acid → 2-(2,3,4-Trifluoroanilino)propionic acid

https://huagongshe.com/de/reaction/8454

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktSodium HydroxideHCID 14798—
EduktMethyl (2R)-2-(2,3,4-trifluoroanilino)propionateHCID 10149157—
EduktPotassium tert-butoxideHCID 23665647—
LösungsmittelDimethylacetamideHCID 31374—
Produkt2-(2,3,4-Trifluoroanilino)propionic acidHCID 2201586698,3%

Reaktionsschritte

Potassium tertiary-butoxide (123.4 mg) was suspended in DMAc (2 ml). Under ice-cooling, a solution of methyl (2R)-2-(2,3,4-trifluoroanilino)propionate (223 mg, 91% ee) in DMAc (2 ml) was added thereto. The liquid reaction mixture was stirred at the same temperature for 1 hour. Then an aqueous solution of sodium hydroxide (3 mol/l; 2 ml) was added and the mixture was stirred for 1 hour. The liquid reaction mixture was adjusted to pH 2 with an aqueous solution of hydrochloric acid (3 mol/l) and then extracted with IPE. The organic layer was dried over anhydrous magnesium sulfate and evaporated. The crude product thus obtained was recrystallized from a solvent mixture of methylene chloride with normal hexane to thereby give the title compound (206 mg) as colorless crystals. The optical purity of this product was 0% ee. Various spectral data of this product was identical with those obtained in Example 23.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07087778B2
Quelldatensatzuspto-grants-2006_08
ORD IDord-61b34c6c1be54403acdd2d511f0f11ed
Quellennotizuspto-grants-2006_08