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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 409410Erstellt: 25. Oktober 2026

1H-Isoindole-1,3(2H)-dione, 2-(bromomethyl)- → Methyl 3-(1,3-dioxoisoindolin-2-yl)-2-(thiophen-3-yl)propanoate

https://huagongshe.com/reaction/409410

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1H-Isoindole-1,3(2H)-dione, 2-(bromomethyl)-HCID 79244—
EduktMethyl 3-thienylacetateHCID 94041—
EduktSodium BicarbonateHCID 516892—
EduktLithium HexamethyldisilazideHCID 2733832—
LösungsmittelTetrahydrofuranHCID 8028—
ProduktMethyl 3-(1,3-dioxoisoindolin-2-yl)-2-(thiophen-3-yl)propanoateHCID 59161752—

Reaktionsbedingungen

Temperatur-78 °C

Reaktionsschritte

To pure methyl 2-(thiophen-3-yl)acetate (E41) in THF cooled to −78° C. was added LiHMDS, and the solution stirred at −78° C. for 30 min. Then N-(bromomethyl)phthalimide was added directly, and the solution was allowed to warm to 0° C. The mixture was poured into NaHCO3 (sat), extracted with EtOAc, dried (Na2SO4), filtered, and evaporated. Column chromatography (SiO2, 0-40% EtOAc/Hex) gave pure methyl 3-(1,3-dioxoisoindolin-2-yl)-2-(thiophen-3-yl)propanoate (E45).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08759388B2
Quelldatensatzuspto-grants-2014_06
ORD IDord-847c117ac2cf462db8991a06fd4e7cb6
Quellennotizuspto-grants-2014_06