Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 723644Erstellt: 24. Oktober 2026

Dimethyl acetylenedicarboxylate → 7-Azabicyclo[2.2.1]hepta-2,5-diene-2,3,7-tricarboxylic acid 2,3-dimethyl 7-tert-butyl ester

https://huagongshe.com/de/reaction/723644

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethyl acetylenedicarboxylateHCID 12980—
Edukttert-butyl 1H-pyrrole-1-carboxylateHCID 643494—
Produkt7-Azabicyclo[2.2.1]hepta-2,5-diene-2,3,7-tricarboxylic acid 2,3-dimethyl 7-tert-butyl esterHCID 1408541350%

Reaktionsbedingungen

Temperatur120 °C

Reaktionsschritte

Freshly distilled acetylenedicarboxylic acid dimethyl ester (6.7 mL, 54 mmol) and N-(tert-butyloxycarbonyl)-1H-pyrrole (9.0 mL, 54 mmol) were combined and heated at 120° C. for 3 h. Purification by flash chromatography on SiO2 eluting with EtOAc/CH2Cl2 gave 8.3 g (27 mmol, 50%) of compound 31A as a yellow solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07141578B2
Quelldatensatzuspto-grants-2006_11
ORD IDord-cf73406a75374ce68bddf715f69afaa4
Quellennotizuspto-grants-2006_11