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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 270123Erstellt: 25. Oktober 2026

Cesium carbonate → Methyl 5-methyl-2-[(2S)-oxiran-2-ylmethoxy]benzoate

https://huagongshe.com/reaction/270123

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCesium carbonateHCID 10796—
EduktMethyl 5-methylsalicylateHCID 89802—
EduktBenzenesulfonic acid, 3-nitro-, (2S)-2-oxiranylmethyl esterHCID 146490—
LösungsmittelDimethylformamideHCID 6228—
ProduktMethyl 5-methyl-2-[(2S)-oxiran-2-ylmethoxy]benzoateHCID 8660149072%

Reaktionsschritte

A solution of methyl 2-hydroxy-5-methylbenzoate (0.166 g, 1 mmol), (2S)-oxiran-2-ylmethyl 3-nitrobenzenesulfonate (0.26 g, 1 mmol) and caesium carbonate (0.39 g, 1.2 mmol) in dimethylformamide (5 mL) was stirred at room temperature overnight. The mixture was partitioned between water and ethyl acetate, and the organic phase was washed twice with water and once with brine, and finally concentrated. The crude material was purified by flash chromatoghrphy on silica gel (eluent:ethyl acetate/n-heptane), yielding the titled compound (0.16 g, 72%) as colourless oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07449475B2
Quelldatensatzuspto-grants-2008_11
ORD IDord-004c7494ad88477b9d69d45ca9932e4a
Quellennotizuspto-grants-2008_11