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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 985689Generated: October 28, 2026

Diethyl (ethoxymethylene)malonate → Diethyl [2,3,4-trifluoro[(1S)-2-hydroxy-1-methylethyl]anilino]methylenemalonate

https://huagongshe.com/reaction/985689

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl (ethoxymethylene)malonateHCID 6871—
ReactantPotassium CarbonateHCID 11430—
Reactant(2S)-2-(2,3,4-Trifluoroanilino)propanolHCID 11401466—
CatalystTetrahexylammonium chlorideHCID 80021—
SolventDichloromethaneHCID 6344—
ProductDiethyl [2,3,4-trifluoro[(1S)-2-hydroxy-1-methylethyl]anilino]methylenemalonateHCID 1148565278.4%

Reaction Steps

The compound (103 mg) obtained in Example 51, diethyl ethoxymethylenemalonate (108 mg) and tetrahexylammonium chloride (29 mg) were dissolved in dichloromethane (1 ml). After adding potassium carbonate (138 mg), the mixture was stirred at room temperature for 22 hours. After the completion of the reaction, the residue was filtered off and the solvent was evaporated. Then the residue thus obtained was subjected to silica gel column chromatography to thereby give 147 mg (78%) of the title compound as a colorless solid. The 1H-NMR and IR spectral data of this product was identical with those of the compound obtained in Example 63.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06872823B1
Source datasetuspto-grants-2005_03
ORD IDord-3a5a920d843a43139e9c5f3ad5718ea4
Source noteuspto-grants-2005_03