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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 975039Generated: October 27, 2026

Chlorotrimethylsilane → 4-Methyl-2-trimethylsilylthiazole

https://huagongshe.com/reaction/975039

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorotrimethylsilaneHCID 6397—
Reactant4-MethylthiazoleHCID 12748—
ReactantButyllithiumHCID 178418339—
SolventDiethyl EtherHCID 3283—
Product4-Methyl-2-trimethylsilylthiazoleHCID 11658354—

Reaction Steps

n-Butyllithium (2.5M solution in hexane, 1.1 equivalents) was added dropwise to a solution of 4-methylthiazole (1.0 equivalent) in dry diethyl ether at -70° C. under an atmosphere of dry nitrogen. After 30 minutes, trimethylsilylchloride (1.0 equivalent) was added dropwise. The mixture was allowed to warm to room temperature and was then quenched by the addition of saturated aqueous sodium hydrogen carbonate. Work-up in the normal fashion and vacuum distillation then gave the title compound. B.p. 42° C. at 1 mm Hg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05607956
Source datasetuspto-grants-1997_03
ORD IDord-70ac4226f26d4a2cb81871265b0b127a
Source noteuspto-grants-1997_03