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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1019346Generated: October 25, 2026

Cyclopropyl methyl ketone → 1-Cyclopropyl-3-(2-methylthio-4-trifluoromethylphenyl)-1,3-propanedione

https://huagongshe.com/reaction/1019346

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclopropyl methyl ketoneHCID 13004—
ReactantSodium MethoxideHCID 10942334—
ReactantMethyl 2-(methylthio)-4-(trifluoromethyl)benzoateHCID 10944828—
SolventChlorobenzeneHCID 7964—
Product1-Cyclopropyl-3-(2-methylthio-4-trifluoromethylphenyl)-1,3-propanedioneHCID 1112017899.3%

Reaction Conditions

Temperature75 °C

Reaction Steps

Sodium methoxide (64 g, 1.15M) was added to a mixture of methyl 2-methylthio-4-trifluoromethylbenzoate (200 g, 0.8M) in chlorobenzene (380 g). The mixture was heated to 75° C. and cyclopropyl methyl ketone (75 g, 0.88M) added during 2 hours whilst maintaining stirring at 75° C. After 4 hours methanol was distilled under reduced pressure. the mixture cooled to 50° C., and water followed by sulphuric acid (53 g of 36N) added. The organic phase was distilled under reduced pressure to give 1-cyclopropyl-3-(2-methylthio-4-trifluoromethylphenyl)propane-1,3-dione as yellow crystals (240 g), m.p. 58-60° C. A yield of 88% was obtained. The purity of the product was 90%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06486356B2
Source datasetuspto-grants-2002_11
ORD IDord-bf69f87a0bd1485ab4273d94effa8768
Source noteuspto-grants-2002_11