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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 19615Erstellt: 23. Oktober 2026

Ammonium Chloride → (E)-1-(3-Bromo-phenyl)-5-methoxy-pent-4-ene-1,3-dione

https://huagongshe.com/de/reaction/19615

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAmmonium ChlorideHCID 25517—
EduktBenzoyl chloride, 3-bromo-HCID 74377—
Edukt3-Buten-2-one, 4-methoxy-HCID 94297—
EduktLithium HexamethyldisilazideHCID 2733832—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt(E)-1-(3-Bromo-phenyl)-5-methoxy-pent-4-ene-1,3-dioneHCID 67318718—

Reaktionsbedingungen

Temperatur-70 °C

Reaktionsschritte

In a 1 ltr flask is cooled a solution of lithium hexamethyldisilazide (65 ml, 1.5 M) in THF (250 ml) to 75 ° C. During a period of 1 h is added 4-methoxy-but-3-en-2-one (7 ml). The mixture is stirred for 1 h at −70° C. A solution of 3-bromobenzoylchloride (6 g) in THF (250 ml) is added to the above mixture during 1 h at −70° C. The resulting mixture is slowly heated to ambient temperature and stirred for 1 h. Subsequently, the mixture is added to a cold aqueous solution of ammonium chloride and the resulting suspension is extracted with ethyl acetate. The organic phase is extracted twice with an aqueous solution of ammonium chloride, dried over sodium sulfate and evaporated. The crude oily product is transferred to the next step without any further purification.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07745446B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-99ee562778c24210ad8e6056e2283f5e
Quellennotizuspto-grants-2010_06