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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1774843Erstellt: 26. Oktober 2026

Water → 6-Bromo-8-chloro-1-methyl-1,2,3,4-tetrahydroquinolin-2-one

https://huagongshe.com/reaction/1774843

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktMethyl iodideHCID 6328—
EduktPotassium tert-butoxideHCID 23665647—
Edukt6-Bromo-8-chloro-3,4-dihydroquinolin-2(1H)-oneHCID 70979772—
LösungsmittelDimethylformamideHCID 6228—
Produkt6-Bromo-8-chloro-1-methyl-1,2,3,4-tetrahydroquinolin-2-oneHCID 7220828445%

Reaktionsschritte

A solution of 6-bromo-8-chloro-3,4-dihydro-1H-quinolin-2-one (7.0 g, 26.9 mmol) in DMF (100 mL) was treated with potassium tert-butoxide (6.0 g, 53.8 mmol) at 0° C. portionwise. The resulting mixture was stirred at 0° C. for 30 minutes before methyl iodide (5.0 g, 35.0 mmol) was added. After stirred for 12 hours, the reaction mixture was treated with water, extracted with EtOAc, washed with water and brine in sequence, and dried over anhydrous Na2SO4. After removal of solvent under reduced pressure, the crude product (3.3 g, 45%) was obtained as a white solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09260408B2
Quelldatensatzuspto-grants-2016_02
ORD IDord-a2ef4ba7dac3402da01744e0d06b57f5
Quellennotizuspto-grants-2016_02