Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1795045Generated: October 25, 2026

Hydrochloric Acid → 1,3-Butanedione, 4,4,4-trifluoro-1-[4-(methylthio)phenyl]-

https://huagongshe.com/reaction/1795045

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMethanolHCID 887—
ReactantEthyl trifluoroacetateHCID 9794—
Reactant1-(4-(Methylthio)phenyl)ethan-1-oneHCID 74501—
ReactantSodium MethoxideHCID 10942334—
Solventtert-Butyl methyl etherHCID 15413—
Product1,3-Butanedione, 4,4,4-trifluoro-1-[4-(methylthio)phenyl]-HCID 1073017071%

Reaction Steps

To a solution of ethyl trifluoroacetate (7.95 ml, 1.1 eq) in MTBE (125 ml) was added dropwise 25% sodium methoxide in methanol (16 ml, 1.2 eq). 4-Methylthioacetophenone (Aldrich, 10 g, 0.06 mol) was added portionwise and the mixture stirred at ambient temperature overnight. 2N Hydrochloric acid (40 ml) was added cautiously and the organic phase separated, washed with brine and dried (Na2SO4) to give an orange solid. The orange solid was recrystallised from hot isopropanol to give the title compound as a yellow crystalline solid (11.25 g, 71%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07026327B2
Source datasetuspto-grants-2006_04
ORD IDord-c537ae64ac81497d92283a11770f0db9
Source noteuspto-grants-2006_04