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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 582734Generated: October 26, 2026

Pyridine → (RS)-3-(2-propenyl)-3-cyclopenten-1-yl (1R)-trans-2,2-dimethyl-3-(2,2-dichlorovinyl)cyclopropanecarboxylate

https://huagongshe.com/reaction/582734

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
Reactant(1R,3S)-3-(2,2-Dichloroethenyl)-2,2-dimethylcyclopropanecarbonyl chlorideHCID 6454308—
Reactant(RS)-3-allyl-3-cyclopenten-1-olHCID 53659626—
Catalyst2,6-Di-tert-butyl-4-methylphenolHCID 31404—
SolventTolueneHCID 1140—
Product(RS)-3-(2-propenyl)-3-cyclopenten-1-yl (1R)-trans-2,2-dimethyl-3-(2,2-dichlorovinyl)cyclopropanecarboxylateHCID 5441776557.8%

Reaction Steps

To a mixture of (RS)-3-(2-propenyl)-3-cyclopenten-1-ol (100 mg), 2,6-di-tert-butyl-4-methylphenol (5 mg), pyridine (82 mg) and toluene (5 ml), (1R)-trans-2,2-dimethyl-3-(2,2-dichlorovinyl)cyclopropanecarbonyl chloride (181 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 145 mg of (RS)-3-(2-propenyl)-3-cyclopenten-1-yl (1R)-trans-2,2-dimethyl-3-(2,2-dichlorovinyl)cyclopropanecarboxylate (Compound No. 29). Yield 57% nD25 1.5100

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05925676
Source datasetuspto-grants-1999_07
ORD IDord-39001ee5138e49b9812e529fe8ebc4d4
Source noteuspto-grants-1999_07