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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 570583Generated: October 30, 2026

Ethyl benzoylacetate → 4-Hydroxy-6-methyl-2-phenylquinoline

https://huagongshe.com/reaction/570583

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl benzoylacetateHCID 7170—
Reactantp-ToluidineHCID 7813—
ReactantSodium HydroxideHCID 14798—
Product4-Hydroxy-6-methyl-2-phenylquinolineHCID 730810—

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixture of p-toluidine (2.14 g, 0.02 mole), ethyl benzoylacetate (4.9 g, 0.025 mole), and polyphosphoric acid (PPA) was heated at 130° C. with stirring. After the reaction was complete, the mixture was cooled to room temperature and neutralized with 4 M NaOH. The yellow solid was filtered, washed with water, dried and recrystallized from ethanol to give compound I-8-a as white solid (2.9 g, 48.9%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09023867B2
Source datasetuspto-grants-2015_05
ORD IDord-b5731786a83945a6aef20b299794d3e3
Source noteuspto-grants-2015_05