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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 968309Generated: October 30, 2026

Triphenylphosphine → HCID 22288645, compound

https://huagongshe.com/reaction/968309

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant1-(4-Hydroxybenzyl)imidazoleHCID 193822—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
ReactantHCID 22288646HCID 22288646—
SolventTolueneHCID 1140—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 22288645HCID 2228864534%

Reaction Steps

3-(5,6-Diphenyl-2-pyrazinyl)-1-propanol (950 mg), 4-(1H-imidazolylmethyl)phenol (570 mg), and triphenylphosphine (860 mg) were suspended in anhydrous tetrahydrofuran (30 mL). A 40% solution (1.56 g) of diethyl azodicarboxylate in toluene was added dropwise to the resultant suspension under ice cooling, and the resultant mixture was stirred at room temperature for one hour. Ethyl acetate was added to the mixture, and the ethyl acetate layer was washed sequentially by a 10% aqueous solution of sodium hydroxide, water, and saturated saline. The washed product was dried over sodium sulfate anhydrate, and the residual solvent was removed through distillation under reduced pressure. The thus-yielded residue was purified by means of a silica gel column and crystallized from ether, to thereby yield 500 mg of Compound (1R) of the present invention as colorless crystals (yield 34.0%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06958353B2
Source datasetuspto-grants-2005_10
ORD IDord-11359773f1484a988ca50eab6b7828b7
Source noteuspto-grants-2005_10