Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 348038Generated: October 30, 2026

Imidazole → 3-[5-(tert-Butyldimethylsilanyloxy)-5-(4-fluorophenyl)pentanoyl]4-phenyloxazolidin-2-one

https://huagongshe.com/reaction/348038

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
Reactant3-[5-(4-Fluorophenyl)-5-hydroxy-1-oxopentyl]-4-phenyl-2-oxazolidinoneHCID 12111617—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product3-[5-(tert-Butyldimethylsilanyloxy)-5-(4-fluorophenyl)pentanoyl]4-phenyloxazolidin-2-oneHCID 12111618—

Reaction Conditions

Temperature60 °C

Reaction Steps

27 g of 3-[5-(4-fluorophenyl)-5-hydroxypentanoyl]-4-phenyloxazolidin-2one, 13.6 g of tert-butyldimethylsilyl chloride and 10.2 g of imidazole were dissolved in 36 ml of dimethylformamide and stirred at 60° C. for 90 min. After the reaction ended, the mixture was dissolved in ethyl acetate and extracted two times with water. The organic phase was dried over magnesium sulfate, filtered and concentrated under reduced pressure. This produced 3-[5-(tert-butyldimethylsilanyloxy)-5-(4-fluorophenyl)-pentanoyl]-4-phenyloxazolidin-2-one (1) of molecular weight 471.65 (C26H34FNO4Si); MS (ESI): 340.28 (MH+-HOSi(CH3)2C(CH3)3).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07176194B2
Source datasetuspto-grants-2007_02
ORD IDord-8da3103700024ba2ae74d78f6a0fbbcc
Source noteuspto-grants-2007_02