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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1047992Erstellt: 24. Oktober 2026

Acetone → 7-fluoro-2,2-dimethyl-3,4-dihydro-2H-1-benzopyran-4-one

https://huagongshe.com/de/reaction/1047992

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetoneHCID 180—
EduktPyrrolidineHCID 31268—
Edukt4'-Fluoro-2'-hydroxyacetophenoneHCID 2737326—
LösungsmittelBenzeneHCID 241—
LösungsmittelEthyl AcetateHCID 8857—
Produkt7-fluoro-2,2-dimethyl-3,4-dihydro-2H-1-benzopyran-4-oneHCID 1520537370,7%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

To 1-(4-fluoro-2-hydroxyphenyl)ethanone (5.75 g, 37.3 mmol) and propan-2-one (12 mL, 37.3 mmol) in benzene (50 mL) was added pyrrolidine (3.11 mL, 37.3 mmol) and the reaction heated at 80° C. for 3 hours. The reaction was diluted with ethyl acetate (50 mL), washed with 1N HCl (50 mL), brine (50 mL), dried over magnesium sulfate and concentrated. The residue was purified by silica gel chromatography, eluting with a gradient of 5% ethyl acetate/hexanes to 50% ethyl acetate, to provide the title compound (5.12 g, 70.7% yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08569522B2
Quelldatensatzuspto-grants-2013_10
ORD IDord-6d485f331b4747359a3d1a54b42eca6d
Quellennotizuspto-grants-2013_10