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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1774839Generated: October 29, 2026

Water → 6-Bromo-8-fluoro-1-methyl-3,4-dihydroquinolin-2(1H)-one

https://huagongshe.com/reaction/1774839

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
ReactantPotassium tert-butoxideHCID 23665647—
Reactant6-BROMO-8-FLUORO-3,4-DIHYDROQUINOLIN-2(1H)-ONEHCID 70977460—
SolventDimethylformamideHCID 6228—
Product6-Bromo-8-fluoro-1-methyl-3,4-dihydroquinolin-2(1H)-oneHCID 7269882581.1%

Reaction Steps

A solution of 6-bromo-8-fluoro-3,4-dihydro-1H-quinolin-2-one (0.21 g, 0.86 mmol) in DMF (2 mL) was treated with potassium tert-butoxide (0.19 g, 1.72 mmol) at 0° C. The resulting mixture was stirred at 0° C. for 30 minutes before methyl iodide (0.18 g, 1.29 mmol) was added. After stirring for 2 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 (0.18 g, 80%) was obtained as a white solid. MS: 258.0 (M+H+)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09260408B2
Source datasetuspto-grants-2016_02
ORD IDord-817b0e83d1a04a3099d362fd23dde226
Source noteuspto-grants-2016_02