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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 394897Generated: October 29, 2026

Hydrochloric Acid → 4,4,4-Trifluoro-1-(3-fluoro-4-(1,3-thiazol-4-yl)phenyl)-1,3-butanedione

https://huagongshe.com/reaction/394897

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantEthyl trifluoroacetateHCID 9794—
ReactantSodium MethoxideHCID 10942334—
Reactant3-Fluoro-4-(1,3-thiazol-4-yl)phenyl-1-ethanoneHCID 22313830—
Solventtert-Butyl methyl etherHCID 15413—
Product4,4,4-Trifluoro-1-(3-fluoro-4-(1,3-thiazol-4-yl)phenyl)-1,3-butanedioneHCID 2231380199%

Reaction Steps

To a stirred solution of 1-[3-fluoro-4-(1,3-thiazol-4-yl)phenyl]-1-ethanone (666 mg, 3.01 mmol), ethyl trifluoroacetate (470 mg, 3.31 mmol) in t-butylmethylether (40 ml) was added sodium methoxide (28 wt.% solution in methanol; 0.8 ml, 3.6 mmol) over 5 minutes, and the mixture was stirred for 20 hours. The mixture was made neutral by addition of 2N HCl, and the whole was extracted with ethyl acetate. The organic layer was washed with brine, dried over MgSO4, and concentrated in vacuo. The residue was used for next reaction without further purification. (1.06 g, 99% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06603008B1
Source datasetuspto-grants-2003_08
ORD IDord-5fd242ef656d47e7b163d9798f9c5395
Source noteuspto-grants-2003_08