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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 132744Generated: October 31, 2026

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

https://huagongshe.com/reaction/132744

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 numberUS07388004B2
Source datasetuspto-grants-2008_06
ORD IDord-a73e4a2072f742d99f9f46cf7a9cb2be
Source noteuspto-grants-2008_06