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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1710685Generated: November 1, 2026

Imidazole → 4-(Tert-butyldimethylsilyloxymethyl)pyridine

https://huagongshe.com/reaction/1710685

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
Reactant4-HydroxymethylpyridineHCID 11472—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
SolventDimethylformamideHCID 6228—
Product4-(Tert-butyldimethylsilyloxymethyl)pyridineHCID 1098788046%

Reaction Steps

A mixture of pyridin-4-ylmethanol (8.0 g, 73 mmol), tert-butyldimethylsilyl chloride (14.3 g, 95 mmol) and imidazole (12.9 g, 0.19 mol) in DMF (40 mL) was stirred overnight at room temperature. The reaction was poured onto water and extracted twice with ethyl acetate. The combined organic phases were dried (MgSO4) and evaporated under reduced pressure to yield the title compound as yellow oil (7.5 g, 46%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07790728B2
Source datasetuspto-grants-2010_09
ORD IDord-17d1148fe342484b8a43bfa0f623c223
Source noteuspto-grants-2010_09