Reacción #1898866

Ecuación de reacción

HCl

D-Phenylglycine

NaHCO3

Ethylchloroformate

→

(R)-2-(ethoxycarbonylamino)-2-phenylacetic acid

Rendimiento 82.0%

Disolventes

THF

water

Condiciones de reacción

Tratamiento posterior

1. 1
   ExtracciónThe aqueous layer was extracted with EtOAc
2. 2
   SecadoThe organic layers were dried over MgSO4
3. 3
   Filtraciónfiltered
4. 4
   Concentraciónconcentrated under reduced pressure

Procedimiento

D-Phenylglycine (R) (85.2 mmol) was dissolved in anhydrous THF (260 mL) with NaHCO3 (256 mmol) in water (260 mL). Ethylchloroformate (0.235 mol) was added. After stirred at room temperature overnight, the reaction mixture was acidified to pH 3 with 1N HCl. The aqueous layer was extracted with EtOAc. The organic layers were dried over MgSO4, filtered, and concentrated under reduced pressure to give (R)-2-(ethoxycarbonylamino)-2-phenylacetic acid 41 as a white solid in 82% yield. MS (ESI, EI+) m/z=224.2 (MH+).

Fuente