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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1501758Generated: October 27, 2026

Diisopropylethylamine → tert-Butyl 2-(5-oxo-2,5-dihydrofuran-3-yl)-2,9-diazaspiro[5.5]undecane-9-carboxylate

https://huagongshe.com/reaction/1501758

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant4-bromo-5H-furan-2-oneHCID 11789536—
Reactanttert-Butyl 2,9-diazaspiro(5.5)undecane-9-carboxylateHCID 46912008—
SolventTetrahydrofuranHCID 8028—
Producttert-Butyl 2-(5-oxo-2,5-dihydrofuran-3-yl)-2,9-diazaspiro[5.5]undecane-9-carboxylateHCID 86709447—

Reaction Conditions

Temperature76 °C

Reaction Steps

To commercially available 4-bromofuran-2(5H)-one (128 mg, 0.786 mmol) in THF (4 mL) was added Hunig's Base (275 μL, 1.57 mmol) and tert-butyl 3,8-diazaspiro[5,5]undecane-3-carboxylate (200 mg, 0.786 mmol). The reaction mixture was stirred at 76° C. overnight, concentrated and purified by column chromatography (0-10% MeOH in DCM) to afford the title compound. LCMS: [(M+1)]+=337

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09206198B2
Source datasetuspto-grants-2015_12
ORD IDord-62ec96ed2c224b38a84724efba552041
Source noteuspto-grants-2015_12