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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2110987Generated: November 1, 2026

Ethyl Acetate → 2-Chloro-5-(4-fluorobenzoyl)pyridine

https://huagongshe.com/reaction/2110987

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantFluorobenzeneHCID 10008—
ReactantSodium HydroxideHCID 14798—
Reactant6-Chloronicotinoyl ChlorideHCID 2782165—
ReactantAluminum(III) ChlorideHCID 6451240—
Product2-Chloro-5-(4-fluorobenzoyl)pyridineHCID 22626676—

Reaction Conditions

Temperature80 °C

Reaction Steps

Aluminium chloride (2 g) was suspended in 3 ml of fluorobenzene. A solution of 6-chloronicotinoyl chloride (1 g, 5.7 mmol) in 2 ml of fluorobenzene was added to the stirred reaction mixture by syringe and stirred at 80° C. overnight in a closed vial. The reaction mixture was deluted with EtOAc and basified with aqueous sodium hydroxide (pH>8.5). The precipitate formed was removed by filtration. The organic solution was washed with water, dried over magnesium sulfate and concentrated by rotary evaporation. Desired product was purified by column chromatography on silica (EtOAc/hexane) to give 1.22 g (90%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07517992B2
Source datasetuspto-grants-2009_04
ORD IDord-93e7e7faa5334bb68f2745dbc2da66f6
Source noteuspto-grants-2009_04