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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 256721Erstellt: 25. Oktober 2026

2-Methylbenzenesulfonic acid → 2-Phthalimidoethyl acetoacetate

https://huagongshe.com/reaction/256721

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-Methylbenzenesulfonic acidHCID 6925—
EduktN-(2-Hydroxyethyl)phthalimideHCID 77499—
Edukt2,2,6-Trimethyl-4H-1,3-dioxin-4-oneHCID 79368—
LösungsmittelTolueneHCID 1140—
Produkt2-Phthalimidoethyl acetoacetateHCID 1140310676,4%

Reaktionsschritte

A solution of 10.0 g (52.3 mmol) of N-(2-hydroxyethyl)phthalimide, 8.84 ml (67.7 mmol) of 2,2,6-trimethyl-1,3-dioxen-4-one, and 10 mg of p toluenesulfonic acid in 50 ml of toluene is heated at reflux under N2 for 4 hr. The solvent is removed under vacuum and the dark-colored residue is flash chromatographed on silica gel (1:1 hexane-EtOAc). The resulting product is recrystallized from EtOAc to give 11.0 g of 2-phthalimidoethyl acetoacetate.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05258519
Quelldatensatzuspto-grants-1993_11
ORD IDord-7987d50d9c2949d8bba937edd21fb7c1
Quellennotizuspto-grants-1993_11