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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 44172Erstellt: 23. Oktober 2026

Water → 6-Bromo-3,4-dihydroquinolin-2(1H)-one

https://huagongshe.com/de/reaction/44172

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktDiethyl EtherHCID 3283—
EduktHydrocarbostyrilHCID 64796—
EduktN-bromobutanimideHCID 67184—
LösungsmittelDimethylformamideHCID 6228—
Produkt6-Bromo-3,4-dihydroquinolin-2(1H)-oneHCID 14373281—

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

To a solution of 3,4-dihydro-1H-quinolin-2-one (10.0 g, 67.9 mmol) in 100 ml dry DMF was added dropwise a solution of N-bromosuccinimide (12.7 g, 71.3 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 washing with cold ether providing pure 6-bromo-3,4-dihydro-1H-quinolin-2-one (13.6 g, 60.3 mmol, 89%) as colorless needles.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08541404B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-2c76de3fb4934d3d8f7361fe1776060d
Quellennotizuspto-grants-2013_09