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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 45557Erstellt: 24. Oktober 2026

Phthalimide potassium salt → 2-[2-(4-Chloro-phenyl)-2-hydroxy-2-(4-iodo-phenyl)-ethyl]-isoindole-1,3-dione

https://huagongshe.com/de/reaction/45557

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPhthalimide potassium saltHCID 24194345—
Edukt2-(4-Chlorophenyl)-2-(4-iodophenyl)oxiraneHCID 59317217—
LösungsmittelDimethyl SulfoxideHCID 679—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt2-[2-(4-Chloro-phenyl)-2-hydroxy-2-(4-iodo-phenyl)-ethyl]-isoindole-1,3-dioneHCID 5933196934%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

A mixture of 2-(4-chloro-phenyl)-2-(4-iodo-phenyl)-oxirane* (571 mg, 1.60 mmol) and potassium phthalimide (340 mg, 1.84 mmol) in THF (5 mL) and DMSO (2 mL) was heated at 100° C. for 20 hours. The mixture was concentrated in vacuo, diluted with ethyl acetate and washed with water and brine (×2), dried (MgSO4), filtered and concentrated to give a crude product which was purified by column chromatography (SiO2), eluting with a gradient of ethyl acetate/petrol (2.5% to 100%) then 10% methanol/dichloromethane to give the title compound (273 mg, 34%); LCMS (PS-A2) Rt 3.22 min [M+H]+ 504.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08541461B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-127b327b984c4858890977b1a36ff6a0
Quellennotizuspto-grants-2013_09