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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 582728Generated: October 25, 2026

Pyridine → 3,4-dimethyl-3-cyclopenten-1-yl (1RS)-cis-3-(Z-2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethylcyclopropanecarboxylate

https://huagongshe.com/reaction/582728

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
Reactant(1RS)-cis-3-(Z-2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethylcyclopropanecarbonyl chlorideHCID 11334477—
Reactant3,4-Dimethyl-3-cyclopenten-1-olHCID 13507601—
Catalyst2,6-Di-tert-butyl-4-methylphenolHCID 31404—
SolventTolueneHCID 1140—
Product3,4-dimethyl-3-cyclopenten-1-yl (1RS)-cis-3-(Z-2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethylcyclopropanecarboxylateHCID 8675427486.5%

Reaction Steps

To a mixture of 3,4-dimethyl-3-cyclopenten-1-ol (175 mg), 2,6-di-tert-butyl-4-methylphenol (5 mg), pyridine (150 mg) and toluene (10 ml), (1RS)-cis-3-(Z-2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethylcyclopropanecarbonyl chloride (395 mg) was added under ice-cooling. The resulting reaction mixture was further allowed to react for 8 hours at room temperature. Then the reaction mixture was subjected to the same post-treatment as in Example 1 to afford 441 mg of 3,4-dimethyl-3-cyclopenten-1-yl (1RS)-cis-3-(Z-2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethylcyclopropanecarboxylate (Compound No. 3). Yield 84% nD25 1.4620

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05925676
Source datasetuspto-grants-1999_07
ORD IDord-73b0a9d04d20408c8b1369f82b31868d
Source noteuspto-grants-1999_07