Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1167679Erstellt: 25. Oktober 2026

2-Pentanone, 5-chloro- → 2-(4-Oxopentyl)-1H-isoindole-1,3(2H)-dione

https://huagongshe.com/reaction/1167679

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-Pentanone, 5-chloro-HCID 79993—
EduktPhthalimide potassium saltHCID 24194345—
LösungsmittelDimethylformamideHCID 6228—
Produkt2-(4-Oxopentyl)-1H-isoindole-1,3(2H)-dioneHCID 23627034,1%

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

24.59 g (132.8 mmol) of potassium phthalimide are added to a solution of 14.3 ml (124.4 mmol) of 5-chloro-2-pentanone in 100 ml of DMF and the mixture is left to stir at room temperature for 3 h and at 60° C. for 30 h. After filtering, the filtrate is partitioned between water and dichloromethane. The phases are separated and the organic phase is washed successively with water, twice with an 0.2N solution of NaOH and water and then dried over sodium sulfate. After filtering, the solvent is removed in vacuo and the residue is chromatographed through silica gel using heptane/ethyl acetate=6/4. 9.8 g (34%) of (14.1) are obtained after concentrating the product fractions.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06620820B2
Quelldatensatzuspto-grants-2003_09
ORD IDord-cd52f2e0e7e4457bba7ef326bbecbbb8
Quellennotizuspto-grants-2003_09