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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 974606Erstellt: 25. Oktober 2026

Potassium Carbonate → 3-(4-Fluorophenoxy)-N-(2-propynyl)-1-azetidinecarboxamide

https://huagongshe.com/reaction/974606

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
EduktPropargylamineHCID 239041—
Edukt3-(4-Fluorophenoxy)-1-azetidinecarbonyl chlorideHCID 15053367—
LösungsmittelWaterHCID 962—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt3-(4-Fluorophenoxy)-N-(2-propynyl)-1-azetidinecarboxamideHCID 15053440174,6%

Reaktionsschritte

A mixture of 5.52 g (0.022 mole) of crude 3-(4-fluorophenoxy)-1-azetidine carbonyl chloride and 3 g (0.02 mole) of potassium carbonate in 30 ml of tetrahydrofuran was cooled in an ice bath and while stirring treated with 1.1 g (0.02 mole) of propargylamine added dropwise. After stirring for 5 hr, the reaction mixture was diluted with 250 ml of water and the resulting solid collected by filtration to yield 8.67 g of wet product. Recrystallization from acetone after filtration to remove some amorphous material, gave a tacky solid. A second recrystallization from benzene after treating with charcoal yielded 2.7 g (50%) of beige crystals, m.p. 106°-108° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05068231
Quelldatensatzuspto-grants-1991_11
ORD IDord-eb98af51b55a48c283d1271594879eaa
Quellennotizuspto-grants-1991_11