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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 280152Erstellt: 23. Oktober 2026

Methyl iodide → 4-methoxy-2,3-dihydro-1H-inden-1-one

https://huagongshe.com/de/reaction/280152

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethyl iodideHCID 6328—
EduktPotassium CarbonateHCID 11430—
Edukt4-Hydroxy-1-indanoneHCID 590547—
LösungsmittelDimethylformamideHCID 6228—
Produkt4-methoxy-2,3-dihydro-1H-inden-1-oneHCID 4547491—

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

Methyl iodide (69 ml) is added dropwise over a period of 15 minutes to a stirred mixture of 4-hydroxy-1-indanone (150 g) and anhydrous potassium carbonate (154 g) dissolved in DMF (1.5 liter) cooled to 0° C. under nitrogen. The reaction mixture is stirred at RT for 24 hours and partitioned between methylene chloride and water. The methylene chloride fraction is washed with water and 2% aqueous NaOH and dried over Na2SO4. The dried extract is filtered, concentrated in vacuo and the residue dissolved in hot methanol which upon cooling forms a precipitate. The precipitate is filtered and recrystallized from methanol yielding the methoxy product as a solid, M.P. 104°-106° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04588719
Quelldatensatzuspto-grants-1986_05
ORD IDord-0d932194cf3c4aefb55369fad0a4e158
Quellennotizuspto-grants-1986_05