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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1080471Erstellt: 26. Oktober 2026

Water → 2-[2-(2-Methyl-1-oxopropyl)-1H-pyrrol-1-yl]-1H-isoindole-1,3(2H)dione

https://huagongshe.com/reaction/1080471

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktTin tetrachlorideHCID 24287—
EduktIsobutyryl chlorideHCID 62325—
Edukt2-(1H-Pyrrol-1-yl)isoindoline-1,3-dioneHCID 853719—
LösungsmittelDichloromethaneHCID 6344—
Produkt2-[2-(2-Methyl-1-oxopropyl)-1H-pyrrol-1-yl]-1H-isoindole-1,3(2H)dioneHCID 19973200—

Reaktionsschritte

To a stirred solution of isobutyryl chloride (5.4 ml) in DCM (250 ml) was added tin (IV) chloride (5.8 ml) at -10° C. under nitrogen. After stirring for 15 minutes in the cooling bath, 2-(1H-pyrrol-1-yl)-1H-isoindole-1,3(2H)dione (10.0 g) was added portion-wise. The reaction mixture was allowed to warm to room temperature, and stir for three days, at which time it was poured into cold water. The layers were separated and the organic phase was washed twice with water, once with 5% HCl (aq.), and subsequently dried (MgSO4). Filtration and concentration gave the crude product. Purification via preparative HPLC (silica gel, DCM) afforded 2.5 g of the product as a solid, m.p. 147°-149° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05580987
Quelldatensatzuspto-grants-1996_12
ORD IDord-f328437268d840cd95a9f51c7801e573
Quellennotizuspto-grants-1996_12