Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 638324Generated: October 25, 2026

Water → 3-(1-Triphenylmethylimidazol-2-yl)-1-(tetrahydropyran-2-yloxy)propane

https://huagongshe.com/reaction/638324

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDechloroclotrimazoleHCID 618231—
Reactant2-(3-iodopropoxy)tetrahydro-2H-pyranHCID 11032907—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
Product3-(1-Triphenylmethylimidazol-2-yl)-1-(tetrahydropyran-2-yloxy)propaneHCID 20253483—

Reaction Steps

A solution of 310 mg (1 mmol) of 1-triphenylmethylimidazole (K H. Buchel et al.; Drugs Made in Germany, 1972, 15, 77) in 12 ml of dry THF is cooled to 0° under nitrogen and treated with 0.647 ml (1.1 mmol) of 1.7M solution of n-BuLi in hexane. The solution is stirred at room temperature for 1 hour, then recooled to 0° and treated with 405 mg (1.5 mmol) of 1-iodo-3-(tetrahydropyran-2-yloxy)propane dissolved in 2 ml of dry THF. The reaction mixture is allowed to warm to room temperature overnight, then poured into water and extracted with ethyl acetate. The organic extract is rinsed with brine and dried (MgSO4). Removal of solvents in vacuo affords the title A compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04560680
Source datasetuspto-grants-1985_12
ORD IDord-8c99b2965d3f401d90ccab40f4d33597
Source noteuspto-grants-1985_12