Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2075304Generated: November 1, 2026

Hydrochloric Acid → 4,4,4-Trifluoro-1-(4-methylphenyl)butane-1,3-dione

https://huagongshe.com/reaction/2075304

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactantp-METHYLACETOPHENONEHCID 8500—
ReactantMethyl trifluoroacetateHCID 9893—
ReactantSodium MethoxideHCID 10942334—
SolventTolueneHCID 1140—
Product4,4,4-Trifluoro-1-(4-methylphenyl)butane-1,3-dioneHCID 55019392.1%

Reaction Conditions

Temperature22.5 °C

Reaction Steps

Sodium methoxide (25.6 g) and toluene (105 ml) were taken in a flask. A solution of 4-methylacetophenone (50 g) in toluene (52 ml) was added at 20-25° C. in 30 minutes. The resultant reaction mixture was stirred further at 20-25° C. for 30 minutes. A solution of methyltrifluoroacetate (56.8 g) in toluene (52 ml) was added slowly at 20-25° C. for about 1 hour and the reaction mixture was heated to about 110° C. for 24 hours. The reaction mixture was cooled to 30° C. and poured into a flask containing aqueous hydrochloric acid (210 ml, 3N). The layers were separated and the aqueous layer was extracted with toluene (2×50 ml). The organic layers were combined and washed with water (2×50 ml). The solvent was removed completely under vacuum to afford the title compound (Yield: 79 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07919633B2
Source datasetuspto-grants-2011_04
ORD IDord-9a3ae52f2a8745428aa0dcfb986a9697
Source noteuspto-grants-2011_04