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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 458185Generated: October 29, 2026

Water → Methyl2-(2,3,4-trifluoroanilino)propionate

https://huagongshe.com/reaction/458185

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl (2R)-2-(2,3,4-trifluoroanilino)propionateHCID 10149157—
SolventDimethylacetamideHCID 31374—
ProductMethyl2-(2,3,4-trifluoroanilino)propionateHCID 2201587689.5%

Reaction Conditions

Temperature95 °C

Reaction Steps

Methyl (2R)-2-(2,3,4-trifluoroanilino)propionate (200 mg, 57% ee) was dissolved in dimethylacetamide (DMAc; 3 ml) and potassium carbonate (474.1 mg) was added thereto at room temperature. Then the liquid reaction mixture was stirred at 95° C. for 19 hours. After adding water to the liquid reaction mixture, the aqueous layer was extracted with ethyl acetate. The organic layer was washed with water and dried over anhydrous magnesium sulfate. After evaporating the solvent, the obtained residue was subjected to silica gel column chromatography (ethyl acetate-normal hexane=1:4) to thereby give the title compound (179 mg) as colorless crystals. The optical purity of this product was 0% ee. The 1H-NMR and IR spectral data of this product was identical with those of the compound obtained in Example 5.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07189847B2
Source datasetuspto-grants-2007_03
ORD IDord-792239de97384adf8bd4037fd4a6399b
Source noteuspto-grants-2007_03