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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 557825Generated: October 31, 2026

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

https://huagongshe.com/reaction/557825

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 numberUS08058288B2
Source datasetuspto-grants-2011_11
ORD IDord-74d3967b6184405593c739e57f2d2cd3
Source noteuspto-grants-2011_11