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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 44179Erstellt: 25. Oktober 2026

Water → 9-Bromo-1,2,6,7-tetrahydro-5H-pyrido[3,2,1-ij]quinolin-3-one

https://huagongshe.com/reaction/44179

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktN-bromobutanimideHCID 67184—
Edukt1,2,6,7-tetrahydro-5H-pyrido[3,2,1-ij]quinolin-3-oneHCID 13694564—
EduktAcetone diethyletherHCID 21584533—
LösungsmittelDimethylformamideHCID 6228—
Produkt9-Bromo-1,2,6,7-tetrahydro-5H-pyrido[3,2,1-ij]quinolin-3-oneHCID 52937041—

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

To a solution of 1,2,6,7-tetrahydro-5H-pyrido[3,2,1-ij]quinolin-3-one (9.1 g, 48.6 mmol) in 100 ml dry DMF was added dropwise a solution of N-bromosuccinimide (9.08 g, 51.0 mmol) in 150 ml dry DMF at 0° C. The mixture was stirred at 0° C. for 2 h, then 400 ml water was added and the solution was extracted with ethyl acetate (3×150 ml). The organic phase was washed with water (2×200 ml), then dried over MgSO4 and evaporated, affording a yellow solid, which was purified by crystallization from acetone/ether providing pure 9-bromo-1,2,6,7-tetrahydro-5H-pyrido[3,2,1-ij]quinolin-3-one (6.53, 24.5 mmol, 50%) as pale yellow needles.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08541404B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-8b70a52ca51748fc840115cb32727ed2
Quellennotizuspto-grants-2013_09