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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 399368Erstellt: 24. Oktober 2026

Hydrochloric Acid → 2-Bromopropionylglycine-benzyl ester

https://huagongshe.com/de/reaction/399368

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktTriethylamineHCID 8471—
Edukt2-Bromopropanoyl chlorideHCID 97980—
EduktO-benzylglycine toluene-p-sulphonateHCID 6451311—
LösungsmittelWaterHCID 962—
LösungsmittelDichloromethaneHCID 6344—
Produkt2-Bromopropionylglycine-benzyl esterHCID 11392409—

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

55.9 g (326.1 mmol) of 2-bromopropionic acid chloride is added in drops at 0° C. to 100 g (296.4 mmol) of glycine benzyl ester-p-toluenesulfonic acid salt and 33.0 g (326.1 mmol) of triethylamine in 400 ml of methylene chloride. The temperature is not allowed to exceed 5° C. After addition is completed, it is stirred for one hour at 0° C., then for 2 hours at room temperature. 500 ml of ice water is added, and the water phase is set at pH 2 with 10% aqueous hydrochloric acid. The organic phase is separated, washed once each with 300 ml of 5% aqueous soda solution and 400 ml of water. The organic phase is dried on magnesium sulfate and evaporated to dryness in a vacuum. The residue recrystallizes from diisopropyl ether.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05820849
Quelldatensatzuspto-grants-1998_10
ORD IDord-05ceaa7221a1471ba0a200423d7fc5c6
Quellennotizuspto-grants-1998_10