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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2104910Generated: October 31, 2026

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

https://huagongshe.com/reaction/2104910

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-[(4-fluorophenyl)-5-hydroxypentanoyl]-4-phenyloxazolidin-2-one, 13.6 g of tert-butyldimethylsilyl chloride and 10.2 g of imidazole are dissolved in 36 ml of dimethylformamide, and the mixture is stirred at 60° C. for 90 min. After the reaction has ended, 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 numberUS07576200B2
Source datasetuspto-grants-2009_08
ORD IDord-25d4edf00a734483a82d631cf24c024c
Source noteuspto-grants-2009_08