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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 377768Erstellt: 24. Oktober 2026

Succinic anhydride → N-(3-Carboxypropanoyl)-N-methyl-glycine Benzyl Ester

https://huagongshe.com/de/reaction/377768

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSuccinic anhydrideHCID 7922—
EduktBenzyl 2-(methylamino)acetateHCID 7019103—
LösungsmittelTolueneHCID 1140—
ProduktN-(3-Carboxypropanoyl)-N-methyl-glycine Benzyl EsterHCID 1935629586,3%

Reaktionsschritte

A mixture of sarcosine benzyl ester (3.0 g, 30.7 mmol) and succinic anhydride (5.5 g, 30.7 mmol) in toluene (75 mL) was heated to reflux for 3 h, cooled, filtered, and the filtrate was concentrated. The residue was taken up in 5% aqueous sodium carbonate and extracted with ethyl acetate. The aqueous phase was adjusted to pH 3 with concentrated hydrochloric using Congo Red paper and extracted with ethyl acetate. The organic phase was washed with water, dried (magnesium sulfate) and concentrated to yield the title compound (7.4 g, 67.5%): TLC Rf 0.48 (silica, 9:1:1 dichloromethane:methanol:formic acid).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06028087
Quelldatensatzuspto-grants-2000_02
ORD IDord-0ea382043e6642be93dc1fb60719a963
Quellennotizuspto-grants-2000_02