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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1840433Generated: October 30, 2026

Ethyl Acetate → HCID 22632113, compound

https://huagongshe.com/reaction/1840433

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantTributyltin ChlorideHCID 15096—
ReactantHCID 22631720HCID 22631720—
ReactantLiHMDS tetrahydrofuranHCID 23714775—
SolventTetrahydrofuranHCID 8028—
ProductHCID 22632113HCID 22632113—

Reaction Conditions

Temperature-65 °C

Reaction Steps

7-Trifluoromethylthioimidazo[5,1-b]thiazole (590 mg) was dissolved in 10 ml of THF under an argon atmosphere, and the solution was cooled to −65° C. Tri-n-butylstannyl chloride (2.07 ml) and 7.2 ml of a 1.0 N lithiumbis(trimethylsilyl)amide/THF solution were added dropwise in that order to the cooled solution. The temperature of the mixture was raised to −40° C. over a period of 30 min. Ethyl acetate (40 ml) was added to the reaction solution, and the mixture was washed with 40 ml of brine. The organic layer was dried over anhydrous magnesium sulfate, and was then filtered. The solvent was removed by distillation under the reduced pressure. The residue was purified by column chromatography on silica gel (hexane:ethyl acetate=4:1) to prepare 951 mg of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06680313B2
Source datasetuspto-grants-2004_01
ORD IDord-7b424483ad81497793a840a131c21328
Source noteuspto-grants-2004_01