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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1698839Generated: October 29, 2026

Water → Xaliproden

https://huagongshe.com/reaction/1698839

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
Reactant2-(2-Bromoethyl)naphthaleneHCID 228270—
Reactant4-(3-(Trifluoromethyl)phenyl)-1,2,3,6-tetrahydropyridine hydrochlorideHCID 23435991—
SolventEthanolHCID 702—
ProductXaliprodenHCID 12891990%

Reaction Steps

A mixture of 12.5 g of 2-(2-bromoethyl)naphthalene, 14 g of 4-(3-trifluoromethylphenyl)-1,2,3,6-tetrahydropyridine hydrochloride, 4.34 g of sodium hydroxide, 135 ml of water and 95 ml of 95% ethanol is refluxed for 5 hours and the reaction mixture is then allowed to cool to room temperature overnight. It is cooled to below 25° C. and then filtered and the product isolated in this way is washed with water and dried under vacuum at 50° C. to give 1-[2-(naphth-2-yl)ethyl]-4-(3-trifluoromethylphenyl)-1,2,3,6-tetrahydropyridine base with a yield of 90%, calculated relative to the starting 4-(3-trifluoromethylphenyl)-1,2,3,6-tetrahydropyridine hydrochloride.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06344464B1
Source datasetuspto-grants-2002_02
ORD IDord-8d66d163946f4fa2ab1ecd0f26fec2d2
Source noteuspto-grants-2002_02