Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 853837Generated: October 30, 2026

Imidazole → HCID 15759629, compound

https://huagongshe.com/reaction/853837

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
Reactant(4S)-4-(hydroxymethyl)-1,3-oxazolidin-2-oneHCID 14456890—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 15759629HCID 1575962996.2%

Reaction Conditions

Temperature0 °C

Reaction Steps

Under atmosphere of argon, a solution of (4S)-4-(hydroxymethyl)-1,3-oxazolidine-2-one (34.1 g) in N,N-dimethylformamide (300 mL) was added by imidazole (25.7 g) and was cooled down to the temperature of 0° C. To the mixture, a solution of tert-butyldimethylsilylchloride (48.2 g) in N,N-dimethylformamide (300 mL) was moderately dropped and the mixture was stirred overnight at room temperature. The mixture was diluted with ethyl acetate and water and was washed with saturated brine. The organic layer was dried over an anhydrous magnesium sulfate and concentrated to give the title compound (64.8 g) having the following physical data, which was used for the next reaction without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07256211B1
Source datasetuspto-grants-2007_08
ORD IDord-25b055b04d524c94875f2eebe8b81086
Source noteuspto-grants-2007_08