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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 927192Generated: October 31, 2026

Methanol → 3-(3-(Difluoromethyl)phenylamino)cyclopent-2-enone

https://huagongshe.com/reaction/927192

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant1,3-CyclopentanedioneHCID 77466—
ReactantYtterbium triflateHCID 2733225—
Reactant3-(Difluoromethyl)anilineHCID 23445119—
SolventWaterHCID 962—
Product3-(3-(Difluoromethyl)phenylamino)cyclopent-2-enoneHCID 90310964—

Reaction Steps

A mixture of cyclopentane-1,3-dione (2.00 g, 20.4 mmol), 3-(difluoromethyl)aniline (2.92 g, 20.4 mmol) and Ytterbium(III) trifluormethanesulfonate (63 mg, 0.10 mmol, 0.5 mol %) is stirred at room temperature for 2 h. Methanol and water are added and the resulting precipitate is filtered and dried. Yield: 2.75 g; ESI mass spectrum: [M+H]+=224; Retention time HPLC: 0.82 min (V012_S01).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09290459B1
Source datasetuspto-grants-2016_03
ORD IDord-775d23c9a84645e28ecd4bb827e5c328
Source noteuspto-grants-2016_03