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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2275545Generated: October 31, 2026

Potassium Carbonate → Tert-butyl1-[4-(2-oxo-1,3-oxazolidin-3-yl)phenyl]cyclopropanecarboxylate

https://huagongshe.com/reaction/2275545

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1,2-Diaminocyclohexane, trans-HCID 43806—
Reactant2-OxazolidinoneHCID 73949—
ReactantTert-butyl 1-(4-bromophenyl)cyclopropanecarboxylateHCID 66661920—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
ProductTert-butyl1-[4-(2-oxo-1,3-oxazolidin-3-yl)phenyl]cyclopropanecarboxylateHCID 66661681—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of tert-butyl 1-(4-bromophenyl)cyclopropanecarboxylate (297.2 mg, 1.0 mmol), 2-oxo-1,3-oxazolidine (1.2 mmol), copper(I) iodide (20.0 mg, 0.1 mmol), (trans)-cyclohexane-1,2-diamine (22.8 mg, 0.2 mmol) and potassium carbonate (300.0 mg, 2.17 mmol) was deaerated under vacuum and then charged with nitrogen. To the mixture was added toluene (2.0 mL). The resulting mixture was heated at 100° C. for overnight. Then ethyl acetate (10 mL) was added to the mixture. The resulting mixture was filtered through a pad of celite, and the solid was washed with additional ethyl acetate. The filtrate was concentrated. The residue was purified by flash chromatography with ethyl acetate/hexane to afford tert-butyl 1-[4-(2-oxo-1,3-oxazolidin-3-yl)phenyl]cyclopropanecarboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09126927B2
Source datasetuspto-grants-2015_09
ORD IDord-8449d940a53b4a009cfca856532cd503
Source noteuspto-grants-2015_09