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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 745939Generated: October 26, 2026

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

https://huagongshe.com/reaction/745939

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 numberUS04602024
Source datasetuspto-grants-1986_07
ORD IDord-5a01978289c74f1cbe399b8c1d5733b9
Source noteuspto-grants-1986_07