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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 257683Generated: October 30, 2026

Diisopropylamine → 4-[2-(3,5-Difluoro-4-propylphenyl)ethyl]-4'-pentyl-1,1'-biphenyl

https://huagongshe.com/reaction/257683

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylamineHCID 7912—
Reactant1-IodopropaneHCID 33643—
ReactantLithium diisopropylamideHCID 2724682—
ReactantN,N,2-trimethylaziridine-1-carboxamideHCID 11007919—
Reactant1-(4'-Pentylbiphenyl-4-yl)-2-(3,5-difluorophenyl)ethaneHCID 15724823—
ReactantButyllithiumHCID 178418339—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
SolventTetrahydrofuran hexaneHCID 21883165—
Product4-[2-(3,5-Difluoro-4-propylphenyl)ethyl]-4'-pentyl-1,1'-biphenylHCID 19783700—

Reaction Steps

A solution of lithium diisopropylamide (0.02 mol) in THF/hexane, prepared from 0.02 mol of diisopropylamine in 25 ml of THF and 12.5 ml of a 1.6-molar solution of n-butyllithium in hexane, is added dropwise at 25° C. to a mixture of 0.02 mol of 1-(4'-pentylbiphenyl-4-yl)-2-(3,5-difluorophenyl)ethane, 0.02 mol of N,N-dimethylpropyleneurea, 0.02 mol of 1-iodopropane and 25 ml of THF. After stirring at room temperature for 1.5 hours, the reaction mixture is poured into water, the phases are separated, and the aqueous phase is extracted with 2×50 ml of methylene chloride. Drying over magnesium sulfate, evaporation of the solvent and chromatography give the pure product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05262556
Source datasetuspto-grants-1993_11
ORD IDord-c069cc17e4664a2fa4e6d624e4865cd8
Source noteuspto-grants-1993_11