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
Participants
| Role | Name | HCID | Charge |
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| Reactant | Cyclopropyl methyl ketone | HCID 13004 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | Methyl 2-(methylthio)-4-(trifluoromethyl)benzoate | HCID 10944828 | — |
| Solvent | Chlorobenzene | HCID 7964 | — |
| Product | 1-Cyclopropyl-3-(2-methylthio-4-trifluoromethylphenyl)-1,3-propanedione | HCID 11120178 | 99.3% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06486356B2 |
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| Source dataset | uspto-grants-2002_11 |
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| ORD ID | ord-bf69f87a0bd1485ab4273d94effa8768 |
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| Source note | uspto-grants-2002_11 |
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