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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 29014Generated: October 28, 2026

Trifluoroacetic acid → 4-Cyclopropylethynyl-6-hydroxy-4-trifluoromethyl-1,4-dihydro-benzo [d][1,3]oxazin-2-one

https://huagongshe.com/reaction/29014

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant4-Cyclopropylethynyl-6-(2-methoxy-ethoxymethoxy)-4-trifluoromethyl-1,4-dihydro-benzo[d][1,3]oxazin-2-oneHCID 68800556—
Product4-Cyclopropylethynyl-6-hydroxy-4-trifluoromethyl-1,4-dihydro-benzo [d][1,3]oxazin-2-oneHCID 1142647396%

Reaction Steps

To 150 mg (0.39 mmol) of 8 was added 2 mL of trifluoroacetic acid. The mixture was allowed to stir at room temperature for 2 hours. The reaction mixture was concentrated under reduced pressure, and the residue was purified by preparative thin layer chromatography (2 mm silica gel plate, E. Merck) using 5% methanol in dichloromethane to give 110 mg (0.37 mmol, 96%) of 9 as a colorless oil [LC-MS; M+H 298.1].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07420043B2
Source datasetuspto-grants-2008_09
ORD IDord-177e98ea4def436f989e3244efdd332d
Source noteuspto-grants-2008_09