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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2362239Generated: October 29, 2026

Potassium Carbonate → HCID 67173612, compound

https://huagongshe.com/reaction/2362239

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-OxazolidinoneHCID 73949—
ReactantL-ProlineHCID 145742—
ReactantEthyl 7-(4-bromophenyl)-4,7-dioxoheptanoateHCID 58297650—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 67173612HCID 6717361210%

Reaction Steps

To a mixture of ethyl 7-(4-bromophenyl)-4,7-dioxoheptanoate ((36A, where Ar1-Br=4-bromophenyl, also see compound 5B, Scheme 5) (1.50 g, 4.4 mmol) and oxazolidin-2-one (575 mg, 6.6 mmol) in dioxane (5 mL) were added L-proline (50 mg, 0.44 mmol), CuI (42 mg, 0.22 mmol) and K2CO3 (1.22 g, 8.8 mmol). The resultant mixture was stirred under N2 at 110° C. for 48 h and then evaporated. The residue was diluted with EA/water (40 mL/40 mL). The mixture was filtered and the resultant aqueous layer was extracted with EA (30 mL×5). The combined organic layers were washed with brine, dried over NaSO4, concentrated and purified by silica gel column chromatography (pure DCM to DCM:MeOH=30:1) to afford titled compound as a white solid (158 mg, yield 10%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691816B2
Source datasetuspto-grants-2014_04
ORD IDord-b84fe24db3254451bfba8d9a8475420c
Source noteuspto-grants-2014_04