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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2220123Generated: October 30, 2026

Oxazole → 2-(Triethylstannyl)oxazole

https://huagongshe.com/reaction/2220123

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxazoleHCID 9255—
ReactantTriethyltin bromideHCID 17701—
ReactantButyllithiumHCID 178418339—
SolventDiethyl EtherHCID 3283—
Product2-(Triethylstannyl)oxazoleHCID 14931784—

Reaction Conditions

Temperature-78 °C

Reaction Steps

n-Butyllithium (1.6M, 11 mL, 17.38 mmol) was added to a solution of oxazole (1.0 g, 14.48 mmol) in anhydrous ether (20 mL) stirred at −78° C. under nitrogen. After 5 min, triethylstannyl bromide (2.07 g, 7.24 mmol) was added, then the reaction mixture was allowed to warm to room temperature, and stirred for another 1 h. The mixture was quenched, and washed with 1N sodium hydroxide, dried through MgSO4, and then the solvent was evaporated to give the sub-title compound as a brown oily residue (1.0 g), which was used without further purification in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07417050B2
Source datasetuspto-grants-2008_08
ORD IDord-9bc0976528cf49e19bf1a5450fbb81da
Source noteuspto-grants-2008_08