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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2105719Generated: November 1, 2026

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

https://huagongshe.com/reaction/2105719

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-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 numberUS07579339B2
Source datasetuspto-grants-2009_08
ORD IDord-f0dabfc80b474a44ae6820fb67715d52
Source noteuspto-grants-2009_08