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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 8469Generated: October 26, 2026

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

https://huagongshe.com/reaction/8469

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 numberUS07087778B2
Source datasetuspto-grants-2006_08
ORD IDord-05a1c88e83fc4495b20a55fb1c3be8ed
Source noteuspto-grants-2006_08