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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 270074Erstellt: 25. Oktober 2026

Cesium carbonate → N-{4-Chloro-2-[(2S)-oxiran-2-ylmethoxy]phenyl}acetamide

https://huagongshe.com/reaction/270074

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCesium carbonateHCID 10796—
EduktBenzenesulfonic acid, 3-nitro-, (2S)-2-oxiranylmethyl esterHCID 146490—
EduktN-(4-Chloro-2-hydroxyphenyl)acetamideHCID 177739—
LösungsmittelDimethylformamideHCID 6228—
ProduktN-{4-Chloro-2-[(2S)-oxiran-2-ylmethoxy]phenyl}acetamideHCID 8660148173,7%

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

To a mixture of (2S)-oxiran-2ylmethyl3-nitrobenzenesulfonate (3.37 g, 13.25 mmol), N-(4-chloro-2-hydroxyphenyl)acetamide (2.46 g, 17.23 mmol) and Cs2CO3 (6.48 g, 19.88 mmol) was added DMF (20 mL) at 0° C. and the reaction mixture was stirred at 0° C. for 3 h. The reaction mixture was partitioned between ethyl acetate and water. The organic layer was dried over Na2SO4, filtered and concentrated. The residue was purified by silica gel flash chromatography (hexane:ethyl acetate 3:2) to give the subtitled compound (2.36 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07449475B2
Quelldatensatzuspto-grants-2008_11
ORD IDord-62d08c44daf2470caad11857e41ea86f
Quellennotizuspto-grants-2008_11