Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2300710Generated: November 1, 2026

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

https://huagongshe.com/reaction/2300710

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-2-one, 13.6 g of tert-butyidimethylsilyl chloride and 10,2 g of imidazole are dissolved in 36 ml of dimethylformamide and stirred at 60° C. for 90 min. After the end of the reaction, the mixture is dissolved in ethyl acetate and extracted twice with water. The organic phase is dried over magnesium sulfate, filtered and concentrated under reduced pressure. This gives 3-[5-(tert-butyldimethylsilanyloxy)-5-(4-fluorophenyl)pentanoyl]-4-phenyloxazolidin-2-one 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 numberUS06498156B2
Source datasetuspto-grants-2002_12
ORD IDord-2ec992351c224735a11c5acd024c6481
Source noteuspto-grants-2002_12