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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 501465Erstellt: 25. Oktober 2026

Potassium Carbonate → 3-(2-tert-Butyoxycarbonylaminoethylamino)-4-nitrobenzoic acid methyl ester

https://huagongshe.com/reaction/501465

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
Edukt1,4-DioxaneHCID 31275—
EduktN-BOC-ethylenediamineHCID 187201—
Edukt3-Fluoro-4-nitrobenzoic acidHCID 230653—
LösungsmittelDimethylformamideHCID 6228—
Produkt3-(2-tert-Butyoxycarbonylaminoethylamino)-4-nitrobenzoic acid methyl esterHCID 5934553984%

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

A 2 L flask equipped with a stir bar was charged with 1,4-dioxane (300 mL), DMF (40 mL), K2CO3 (10 g) and 3-fluoro-4-nitrobenzoic acid (9.7 g). Mono-N-Boc-1,2-diaminoethane (8.6 g) was added to the reaction mixture and stirred for 12 h at 60° C. The reaction mixture was concentrated and the residue was dissolved in CH2Cl2 (400 mL) and H2O (500 mL). The heterogeneous mixture was transferred to a separatory funnel where the aqueous phase was separated and re-extracted with CH2Cl2 (2×100 mL). The organic phases were combined and washed with H2O (5×100 mL), dried over Na2SO4, filtered and concentrated under reduced pressure to provide the title compound as an orange solid (14 g, 84%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07772266B2
Quelldatensatzuspto-grants-2010_08
ORD IDord-31cef3f8e2c44a62b7577e86e010a805
Quellennotizuspto-grants-2010_08