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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 745490Erstellt: 24. Oktober 2026

Acetate → 2-[3-(2,6-dimethylphenyl)-2-propenyl]-1H-isoindole-1,3(2H)-dione

https://huagongshe.com/de/reaction/745490

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetateHCID 175—
EduktTriphenylphosphineHCID 11776—
Edukt2-Bromo-m-xyleneHCID 68471—
EduktN-AllylphthalimideHCID 224401—
LösungsmittelWaterHCID 962—
LösungsmittelDiethyl EtherHCID 3283—
LösungsmittelTriethylamineHCID 8471—
Produkt2-[3-(2,6-dimethylphenyl)-2-propenyl]-1H-isoindole-1,3(2H)-dioneHCID 54447522—

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

A mixture 9.3 g (50 mmole) of 2-bromo-m-xylene, 15.0 g (80 mmole) of N-allylphthalimide, 0.56 (2.5 mmole) of paladium acetate and 1.44 (5.5 mmole) of triphenylphosphine were dissolved in 111 ml of triethylamine. The solution was placed in a sealed container and heated at 100° C. for 24 hours. The reaction was then diluted with 800 ml of ether and 200 ml of water. The aqueous layer was separated and the organic washed twice with 100 ml portions of 2N HCl. After filtering the organic phase, washing with saturated KHCO3 and brine, and drying over MgSO4, it was concentrated on the steam bath. The resulting solid product was purified by flash chromotography and used in subsequent reactions.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04599325
Quelldatensatzuspto-grants-1986_07
ORD IDord-57e64b5834e747359a4e6d2b2af52392
Quellennotizuspto-grants-1986_07