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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2798Generated: October 23, 2026

Chlorotrimethylsilane → 4-Methyl-2-trimethylsilylthiazole

https://huagongshe.com/en/reaction/2798

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 mmHg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05731335
Source datasetuspto-grants-1998_03
ORD IDord-5a7b382c7d5a4739a7806a3eb2f4a308
Source noteuspto-grants-1998_03