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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1597382Generated: October 26, 2026

Pyridine → Dimefluthrin

https://huagongshe.com/reaction/1597382

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
Reactant(1R-trans)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarbonyl chlorideHCID 26620—
Reactant4-Methoxymethyl-2,3,5,6-tetrafluorobenzyl alcoholHCID 11172116—
SolventTetrahydrofuranHCID 8028—
ProductDimefluthrinHCID 213011—

Reaction Steps

3-(2-methyl-1-propenyl)-2,2-dimethylcyclo-propanecarboxylic acid chloride {containing the stereoisomers in a ratio of (1R)-trans form (1R)-cis form: (1S)-trans form: (1S)-cis form=49:1:49:1} is added to a mixture of 4-methoxymethyl-2,3,5,6-tetrafluorobenzyl alcohol, pyridine and tetrahydrofuran under ice-cooling. The resulting mixture is heated to room temperature and stirred at room temperature. The reaction mixture is poured into ice water and extracted with ethyl acetate. The combined ethyl acetate layer is washed with a saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The resultant residue is subjected to silica gel column chromatography to obtain 4-methoxymethyl-2,3,5,6-tetrafluorobenzyl 3-(2-methyl-1-propenyl)-2,2-dimethylcyclopropane-carboxylate (hereinafter referred to as the present compound 3).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06294576B1
Source datasetuspto-grants-2001_09
ORD IDord-c82ffe4f0e704298a617bd3f8f2f4229
Source noteuspto-grants-2001_09