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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 501734Generated: October 27, 2026

Trifluoroacetic acid → 2,2,2-trifluoro-N-(6-isopropoxy-3-oxo-2,3-dihydro-1H-inden-1-yl)acetamide

https://huagongshe.com/reaction/501734

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantEthyl AcetateHCID 8857—
ReactantTrifluoroacetic anhydrideHCID 9845—
Reactant3-Amino-3-(3-isopropoxyphenyl)propanoic acidHCID 23002627—
SolventWaterHCID 962—
Product2,2,2-trifluoro-N-(6-isopropoxy-3-oxo-2,3-dihydro-1H-inden-1-yl)acetamideHCID 8662235523%

Reaction Conditions

Temperature95 °C

Reaction Steps

Step AU (3). To a solution of 3-amino-3-(3-isopropoxyphenyl)propanoic acid (65 g, 291 mmol) and TFA (100 mL) was added TFAA (100 mL). The mixture was warmed up to 95° C. for 2 h. The solvent was evaporated under high vacuum to afford a sticky oil which was taken into EtOAc (500 mL) and water (300 mL). The organic layer was separated, dried over Na2SO4, and concentrated in vacuo. The residue was purified using silica-gel chromatography (10-30% EtOAc/Hexane) to afford 20 g (23% yield) of 2,2,2-trifluoro-N-(6-isopropoxy-3-oxo-2,3-dihydro-1H-inden-1-yl)acetamide as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07772221B2
Source datasetuspto-grants-2010_08
ORD IDord-f189131343fb40afa5c7fcc3f6d371d7
Source noteuspto-grants-2010_08