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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 452208Generated: October 25, 2026

Imidazole → 3-({[tert-Butyl(diphenyl)silyl]oxy}methyl)pyridin-2(1H)-one

https://huagongshe.com/reaction/452208

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantWaterHCID 962—
Reactanttert-ButyldiphenylchlorosilaneHCID 94078—
Reactant3-(Hydroxymethyl)pyridin-2(1H)-oneHCID 10630482—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDimethylformamideHCID 6228—
Product3-({[tert-Butyl(diphenyl)silyl]oxy}methyl)pyridin-2(1H)-oneHCID 59410156—

Reaction Steps

At RT, 0.65 g (9.59 mmol) of imidazole, 2.42 g (8.79 mmol) of t-butyldiphenylchlorosilane and 0.10 g (0.80 mmol) of DMAP are added to 1.00 g (7.99 mmol) of the compound from Example 2A in 19 ml of DMF, and the mixture is stirred for 18 h. 180 ml of water are then added, and the mixture is kept at 0° C. for 3 h. After filtration, the residue obtained is purified by chromatography on silica gel (ethyl acetate/ethyldimethylamine 1000:1). This gives 801 mg (27% of theory) of the desired compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08487111B2
Source datasetuspto-grants-2013_07
ORD IDord-76a7f4c7be344828b290e2efcc22189e
Source noteuspto-grants-2013_07