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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1262619Generated: October 26, 2026

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

https://huagongshe.com/reaction/1262619

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 1.7 M 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 numberUS04452791
Source datasetuspto-grants-1984_06
ORD IDord-68076db4b80e436eb58d902ee967c379
Source noteuspto-grants-1984_06