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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 25237Erstellt: 23. Oktober 2026

Potassium Carbonate → (S)-3-(2-Amino-3-nitrophenoxy)-1,2-epoxypropane

https://huagongshe.com/de/reaction/25237

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
EduktBenzenesulfonic acid, 3-nitro-, (2S)-2-oxiranylmethyl esterHCID 146490—
Edukt2-Amino-3-NitrophenolHCID 4115495—
LösungsmittelAcetoneHCID 180—
Produkt(S)-3-(2-Amino-3-nitrophenoxy)-1,2-epoxypropaneHCID 1504932784,3%

Reaktionsschritte

5 g (0.032 mol) of 2-amino-3-nitrophenol, 8 g (0.032 mol) of (S)-(+)-glycidyl 3-nitrobenzenesulfonate and 8.9 g of K2CO3 are mixed in 80 ml of acetone and the mixture is refluxed for 18 hours. Filtration is carried out, the solvent is evaporated under reduced pressure and the crude product is purified by flash chromatography, elution being carried out with a 7/3 cyclohexane/ethyl acetate mixture. The solid product obtained is triturated in ethyl ether and 5.67 g of the title product are obtained. M.p.: 107-109°. αD+28.1 (c=0.5%, MeOH).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06858629B1
Quelldatensatzuspto-grants-2005_02
ORD IDord-f4b14f780c4148528ec5549cc4115d8e
Quellennotizuspto-grants-2005_02