Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 530333Generated: November 4, 2026

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

https://huagongshe.com/reaction/530333

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 min before methyl iodide (0.18 g, 1.29 mmol) was added. After stirring for 2 h, the reaction mixture was treated with water, extracted with EtOAc, washed with water and brine in sequence, and dried over anhy. Na2SO4. After removal of the solvents under reduced pressure, the crude product (0.18 g, 80% yield) was obtained as a white solid. MS: 258.0 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09353081B2
Source datasetuspto-grants-2016_05
ORD IDord-d2c33c5ab35f418c9e7c0d6653b828ae
Source noteuspto-grants-2016_05