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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2308816Generated: November 3, 2026

Chloride → 4-(3-Trifluoromethylphenyl)-1-cyclopropylcarbonyl-1,2,3,6-tetrahydropyridine

https://huagongshe.com/reaction/2308816

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorideHCID 312—
ReactantTriethylamineHCID 8471—
ReactantCyclopropanecarboxylic acidHCID 15655—
Reactant4-[3-(Trifluoromethyl)phenyl]-1,2,3,6-tetrahydropyridineHCID 11128034—
SolventDiethyl EtherHCID 3283—
SolventDichloromethaneHCID 6344—
Product4-(3-Trifluoromethylphenyl)-1-cyclopropylcarbonyl-1,2,3,6-tetrahydropyridineHCID 20187815—

Reaction Steps

To a solution of 9.1 g of 4-(3-trifluoromethylphenyl)-1,2,3,6-tetrahydropyridine and of 4.04 g of triethylamine in 40 ml of methylene chloride cooled to 0° C., a solution of 4.2 g of chloride of cyclopropanecarboxylic acid in 20 ml of methylene chloride is added dropwise, while ensuring that the temperature does not exceed 5° C. The reaction mixture is left for 30 minutes at 0°-5° C., then for one hour at room temperature. 200 ml of diethyl ether are added, the mixture is filtered, the organic phase is washed three times with water, dried and evaporated to dryness under reduced pressure. Thus 11.5 g of 4-(3-trifluoromethylphenyl)-1-cyclopropylcarbonyl-1,2,3,6-tetrahydropyridine are obtained: yellow/brown oil containing traces of impurities.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04691019
Source datasetuspto-grants-1987_09
ORD IDord-992068a39c8d4e829ef735ff1e33a849
Source noteuspto-grants-1987_09