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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1860586Generated: November 1, 2026

Hydrochloric Acid → 4,4,4-Trifluoro-1-(3-methyl-4-methoxylphenyl)-1,3-butanedione

https://huagongshe.com/reaction/1860586

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantEthyl trifluoroacetateHCID 9794—
Reactant1-(4-Methoxy-3-methylphenyl)ethan-1-oneHCID 24806—
ReactantSodium MethoxideHCID 10942334—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
SolventEthyl AcetateHCID 8857—
Product4,4,4-Trifluoro-1-(3-methyl-4-methoxylphenyl)-1,3-butanedioneHCID 1139129862%

Reaction Steps

To stirred solution of 1-(3-methyl-4-methoxyphenyl)ethanone (3.29 g, 20 mmol) in DME was added ethyl trifluoroacetate (5.68 g, 40 mmol) and sodium methoxide (4.32 g, 80 mmol), and the resulting reaction mixture was stirred at room temperature overnight. EtOAc (200 ml) and water (50 ml) were added, and the pH of the aqueous layer was adjusted to 6 by addition of 1 N HCl solution. The organic layer was washed with brine (50 ml), dried over Na2SO4, and concentrated in vacuo to give the crude product which was recrystallized from isooctane to give the title compound (3.2 g, 62%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06531492B1
Source datasetuspto-grants-2003_03
ORD IDord-085c6ab1ed834103b05cdb48ea8d3aeb
Source noteuspto-grants-2003_03