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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2172655Generated: November 1, 2026

Cesium fluoride → Ethyl 3-(4-chlorophenylamino)-3-oxo-2,2-diphenylpropanoate

https://huagongshe.com/reaction/2172655

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium fluorideHCID 25953—
Reactant1,3-Cyclohexadien-5-yneHCID 123068—
ReactantSodium BicarbonateHCID 516892—
ReactantEthyl 3-[(4-chlorophenyl)amino]-3-oxopropanoateHCID 1518288—
SolventAcetonitrileHCID 6342—
ProductEthyl 3-(4-chlorophenylamino)-3-oxo-2,2-diphenylpropanoateHCID 6020375365%

Reaction Conditions

Temperature30 °C

Reaction Steps

To the stirred solution of benzyne precursor 1 (100 mg, 0.33 mmol) and malonamide ester 2 (40 mg, 0.16 mmol) in anhydrous MeCN (2 mL) was added NaHCO3 (28 mg, 0.33 mmol), CsF (200 mg, 1.34 mmol). Reaction mixture was allowed to stir at room temperature 30° C. for 48 hrs. The reaction mixture was concentrated in vacuo and directly loaded on silica gel and purified by using gradient solvent combination of ethyl acetate/Pet ether to yield a low melting solid compound 4 (43 mg, 65%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09056817B2
Source datasetuspto-grants-2015_06
ORD IDord-9b21bbb56d83476daa16e287812b1e2e
Source noteuspto-grants-2015_06