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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 533563Erstellt: 24. Oktober 2026

Hydrochloric Acid → (+/-)-Ethyl 4-[4-(benzyloxy)phenyl]-2-methyl-2-(methylsulfonyl)butanoate

https://huagongshe.com/de/reaction/533563

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktMethyl iodideHCID 6328—
EduktCesium carbonateHCID 10796—
EduktEthyl 4-[4-(benzyloxy)phenyl]-2-(methylsulfonyl)butanoateHCID 66577987—
LösungsmittelDimethylformamideHCID 6228—
Produkt(+/-)-Ethyl 4-[4-(benzyloxy)phenyl]-2-methyl-2-(methylsulfonyl)butanoateHCID 5695100391%

Reaktionsschritte

Cesium carbonate (9.30 g, 28.5 mmol) was added to ethyl 4-[4-(benzyloxy)phenyl]-2-(methylsulfonyl)butanoate (8.86 g, 23.5 mmol) in DMF (100 mL) and stirred for 30 minutes. Iodomethane was added to the reaction followed by stirring overnight at room temperature. The reaction mixture was poured into 1N aqueous HCl (100 mL) and extracted with EtOAc (3×100 mL). The combined organics were washed with saturated aqueous sodium thiosulfate (100 mL) then dried (MgSO4), filtered and concentrated in vacuo to afford a crude solid. The crude product was purified via silica gel chromatography using an eluant of ethyl acetate in heptane (10-100%) to afford the title compound as a white solid (8.35 g, 90.9%). LC-MS m/z 391.2 (M+1).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08853258B2
Quelldatensatzuspto-grants-2014_10
ORD IDord-ae2ebe9007594ae39d0c62eb5b266e55
Quellennotizuspto-grants-2014_10