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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2392834Generated: October 29, 2026

Bis-(1H-imidazol-2-YL)-methanone → (4R)-5,5-Dimethyl-4-phenyl-1,3-oxazolidin-2-one

https://huagongshe.com/reaction/2392834

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBis-(1H-imidazol-2-YL)-methanoneHCID 5250894—
Reactant(βR)-β-Amino-α,α-dimethylbenzeneethanolHCID 11240681—
SolventDichloromethaneHCID 6344—
Product(4R)-5,5-Dimethyl-4-phenyl-1,3-oxazolidin-2-oneHCID 695085182.2%

Reaction Steps

To a solution of (13) (1.30 g, 7.89 mmol) in dichloromethane (100 ml) was added carbonyl diimidazole (1.534 g, 9.47 mmol) and the reaction mixture was refluxed for 2 hours. The reaction was quenched with hydrochloric acid (1M) and the product extracted repeatedly with dichloromethane. The combined organic extracts were dried over magnesium sulphate. After concentration in vacuo the residue was purified by flash column chromatography using 40% ethyl acetate/40-60 petroleum ether as eluant to give the title compound (15) (1.24 g, 82%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05801249
Source datasetuspto-grants-1998_09
ORD IDord-2b20d07d42ed4c48b8d5920618b96d1c
Source noteuspto-grants-1998_09