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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2280497Generated: November 1, 2026

Potassium Carbonate → 6-methoxy-3-(trifluoromethyl)quinolin-2(1H)-one

https://huagongshe.com/reaction/2280497

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant3,3,3-trifluoro-N-(2-formyl-4-methoxyphenyl)propanamideHCID 86689938—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product6-methoxy-3-(trifluoromethyl)quinolin-2(1H)-oneHCID 6698012294%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 3,3,3-trifluoro-N-(2-formyl-4-methoxyphenyl)propanamide (5.30 g, 20.3 mmol) in DMF (100 mL) was added K2CO3 (14.0 g, 101 mmol). The mixture was heated to 60° C. for 1.5 hours. The mixture was diluted with EtOAc (200 mL) and filtered off. The filtrate was washed with H2O (100 mL) and brine (100 mL), dried over Na2SO4, and concentrated in vacuo to give the desired product (4.60 g, yield 94%). 1H NMR (CDCl3 300 MHz): δ 12.25 (brs, 1H), 8.18 (s, 1H), 7.40 (d, J=9.0 Hz, 1H), 7.25 (dd, J=9.0, 2.7 Hz, 1H), 7.02 (d, J=2.7 Hz, 1H), 3.87 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09139528B2
Source datasetuspto-grants-2015_09
ORD IDord-029d9d26c5174f51a5869a2f4e2cf2d2
Source noteuspto-grants-2015_09