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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 275249Generated: October 30, 2026

Oxygen → 2-(p-Octyloxyphenyl)-5-(4-trifluoromethyloctyl)pyridine

https://huagongshe.com/reaction/275249

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxygenHCID 977—
ReactantDiisopropylamineHCID 7912—
ReactantAmmonium ChlorideHCID 25517—
ReactantHCID 14766021HCID 14766021—
Reactant3-Trifluoromethylheptyl iodideHCID 15100011—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
Product2-(p-Octyloxyphenyl)-5-(4-trifluoromethyloctyl)pyridineHCID 15100012—

Reaction Steps

0.2 mol of a 1.6 N solution of n-butyllithium in hexane and subsequently, at -30° C. to -40° C., a solution of 0.19 mol of 2 (p-octyloxyphenyl)-5-methylpyridine in THF are added to 0.2 mol of diisopropylamine in 100 ml of THF with exclusion of atmospheric oxygen and moisture. The reaction mixture is allowed to warm slowly until a clear solution is produced, and 0.2 mol of 3-trifluoromethylheptyl iodide (optically active) is then added. After 12 hours, the reaction mixture is hydrolyzed using saturated ammonium chloride solution, and is then subjected to customary work-up, giving optically active 2-(p-octyloxyphenyl)-5-(4-trifluoromethyloctyl)pyridine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05393459
Source datasetuspto-grants-1995_02
ORD IDord-4b936cc7fc22494181bdaf919bc0f91e
Source noteuspto-grants-1995_02