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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 231229Erstellt: 25. Oktober 2026

Sulfuric Acid → trans-4-Acetyl-3-[1-(tert-butyldimethylsilyloxy)ethyl]-2-azetidinone

https://huagongshe.com/reaction/231229

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSulfuric AcidHCID 1118—
EduktEthyl AcetateHCID 8857—
Edukttrans-3-[1-(Tert-butyldimethylsilyloxy)ethyl]-4-trimethylsilylethynyl-2-azetidinoneHCID 67788757—
KatalysatorMercuric sulfateHCID 24544—
LösungsmittelWaterHCID 962—
LösungsmittelTetrahydrofuranHCID 8028—
Produkttrans-4-Acetyl-3-[1-(tert-butyldimethylsilyloxy)ethyl]-2-azetidinoneHCID 67789308—

Reaktionsschritte

trans-3-[1-(tert-Butyldimethylsilyloxy)ethyl]-4-trimethylsilylethynyl-2-azetidinone (1.2 g) is dissolved in a mixture of tetrahydrofuran (20 ml) and water (2 ml), and mercury sulfate (0.07 g) and concentrated sulfuric acid (catalytic amount) are added, followed by stirring at room temperature for 15 hours. The reaction mixture is poured into a mixture of ethyl acetate (150 ml) and water (100 ml) and the organic layer is separated, washed with aqueous sodium chloride, dried over magnesium sulfate and concentrated under reduced pressure to give 0.60 g of trans-4-acetyl-3-[1-(tert-butyldimethylsilyloxy)ethyl]-2-azetidinone.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04845210
Quelldatensatzuspto-grants-1989_07
ORD IDord-c725bba06420412bae3985d8dd3dcd1b
Quellennotizuspto-grants-1989_07