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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1915587Generated: October 31, 2026

Chlorotrimethylsilane → 2-Trimethylsilylthiazole

https://huagongshe.com/reaction/1915587

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorotrimethylsilaneHCID 6397—
ReactantThiazoleHCID 9256—
ReactantButyllithiumHCID 178418339—
SolventDiethyl EtherHCID 3283—
Product2-TrimethylsilylthiazoleHCID 588453—

Reaction Conditions

Temperature-70 °C

Reaction Steps

To a mixture of 40.6 ml n-butyl lithium (1.6M in hexane) and 18 ml diethylether is added dropwise at −70° C. a solution of 5.03 g thiazole dissolved in 59 ml diethylether. After 30 min 6.41 g trimethylsilylchloride dissolved in 59 ml diethylether is added at −70° C. The reaction mixture is stirred at −70° C. for 1 h and allowed to warm up to room temperature. The mixture is washed with saturated NaHCO3 solution, dried over Na2SO4 and the solvent is evaporated. The residue is distilled, to yield the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08614218B2
Source datasetuspto-grants-2013_12
ORD IDord-43e318f396d34e59ae4d5aa0fbd7dce1
Source noteuspto-grants-2013_12