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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1189140Generated: October 31, 2026

1-(Trimethylsilyl)prop-1-yne → HCID 66597967, compound

https://huagongshe.com/reaction/1189140

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(Trimethylsilyl)prop-1-yneHCID 80363—
Reactant2-(Chloromethyl)-1-methylbenzimidazoleHCID 248044—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductHCID 66597967HCID 6659796723%

Reaction Conditions

Temperature-78 °C

Reaction Steps

n-BuLi (1.35 mL, 3.39 mmol, 2.5 M) was added to a solution of trimethyl-prop-1-ynyl-silane (0.55 mL, 3.69 mmol) in THF (1 mL) at −78° C. After 2 hours, a solution of 2-chloromethyl-1-methyl-1H-benzoimidazole (556 mg, 3.08 mmol) in THF (8 mL) was added to the reaction mixture at −78° C. then the reaction mixture was stirred for 30 min. at −78° C. and 1 hour at room temperature and was quenched with water. The aqueous phase was extracted with DCM. The organic phase was washed with water, dried over MgSO4, filtered and evaporated to yield 1-methyl-2-(4-trimethylsilanyl-but-3-ynyl)-1H-benzoimidazole (178 mg, 0.69 mmol, 23%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08674106B2
Source datasetuspto-grants-2014_03
ORD IDord-de0cbb9a9b394d43ba1f83af9de35e3d
Source noteuspto-grants-2014_03