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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1890731Erstellt: 25. Oktober 2026

Water → 1-(5-Bromo-3,4-dihydroisoquinolin-2(1H)-yl)propan-2-one

https://huagongshe.com/reaction/1890731

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktChloroacetoneHCID 6571—
EduktPotassium CarbonateHCID 11430—
Edukt5-Bromo-1,2,3,4-tetrahydroisoquinoline hydrochlorideHCID 45074003—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelEthyl AcetateHCID 8857—
Produkt1-(5-Bromo-3,4-dihydroisoquinolin-2(1H)-yl)propan-2-oneHCID 58318043—

Reaktionsschritte

A mixture containing 5-bromo-1,2,3,4-tetrahydroisoquinoline hydrochloride (1 g, 4 mmol), chloroacetone (407 mg, 4.4 mmol) and potassium carbonate (1.38 g, 10 mmol) in dimethyl formamide (DMF) (8 ml) is stirred at room temperature for 18 hours. To this mixture is added water (50 ml) and ethyl acetate (50 ml). The organic layer is separated, washed with brine, dried over MgSO4, and concentrated. The crude product is purified by flash column chromatography using 30% ethyl acetate in dichloromethane as eluent to give 1-(5-Bromo-3,4-dihydroisoquinolin-2(1H)-yl)propan-2-one as an orange oil. LC-MS m/z: 269.1 (M+1).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08507491B2
Quelldatensatzuspto-grants-2013_08
ORD IDord-af0443489ea74fdda2af49b22b005c94
Quellennotizuspto-grants-2013_08