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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 55766Erstellt: 24. Oktober 2026

Hydrochloric Acid → (alphaR)-alpha-((Methoxycarbonyl)amino)benzeneacetic acid

https://huagongshe.com/de/reaction/55766

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktLithium HydroxideHCID 3939—
EduktMethyl chloroformateHCID 6586—
EduktPhenylglycine, D-HCID 70134—
LösungsmittelWaterHCID 962—
Produkt(alphaR)-alpha-((Methoxycarbonyl)amino)benzeneacetic acidHCID 1091077565,8%

Reaktionsschritte

To a solution of (R)-2-amino-2-phenylacetic acid (14 g, 92.6 mmol) in water (250 mL) was added LiOH (14.8 g, 618.7 mmol) at 0° C. and the mixture was stirred for 15 minutes. To this solution, methyl chloroformate (17.9 mL, 231.5 mmol) was added drop wise and the mixture was stirred for 2 hours at 0° C. The mixture was then acidified until pH 1 with concentrated HCl. The mixture was extracted with EtOAc and the organic phase was concentrated in vacuum. The residue was dried overnight in vacuum, resulting in (R)-2-(methoxycarbonylamino)-2-phenylacetic acid (11.8 g; 60.9 mmol).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09433609B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-01433eff02cb4e85957a7f07bbd728a8
Quellennotizuspto-grants-2016_09