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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 82490Erstellt: 25. Oktober 2026

Eugenol → Amino-acetic acid 4-allyl-2-methoxy-phenyl ester

https://huagongshe.com/reaction/82490

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEugenolHCID 3314—
Edukt4-MethylmorpholineHCID 7972—
EduktN-(tert-butoxycarbonyl)glycineHCID 78288—
Edukt1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Katalysator4-(Dimethylamino)pyridineHCID 14284—
LösungsmittelDichloromethaneHCID 6344—
ProduktAmino-acetic acid 4-allyl-2-methoxy-phenyl esterHCID 6992012774,5%

Reaktionsbedingungen

Temperatur25 °C

Reaktionsschritte

To a solution of Eugenol (0.3 g, 1.82 mmol) in DCM (20 mL), was added Boc-glycine (0.35 g, 2.01 mmol), N-methyl morpholine (0.65 mL, 6.00 mmol), EDC.HCl (0.76 g, 4.0 mmol) and DMAP at ice temperature. The mixture was allowed to stir at room temperature (25° C.) over a period of 12 h. The resulting mixture was diluted with DCM (100 mL), washed with water (2×50 mL) and dried over sodium sulphate. The crude product obtained upon evaporation of the solvent was purified by silica gel column chromatography to obtain resulting product as pale yellow oil (300 mg, 46.9%)

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08846721B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-20563f5d9d02499d865f4a5bbbe742c0
Quellennotizuspto-grants-2014_09