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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1848438Generated: October 30, 2026

Acetic Acid → 4-(2,8-diazaspiro[4.5]decan-2-yl)furan-2(5H)-one

https://huagongshe.com/reaction/1848438

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantTetronic acidHCID 521261—
Reactanttert-Butyl 2,8-diazaspiro(4.5)decane-8-carboxylateHCID 23282900—
SolventIsopropanolHCID 3776—
Product4-(2,8-diazaspiro[4.5]decan-2-yl)furan-2(5H)-oneHCID 86709446—

Reaction Steps

Commercially available furan-2,4(3H,5H)-dione (0.433 g, 4.33 mmol) and tert-butyl 2,8-diazaspiro[4.5]decane-8-carboxylate (commercially available from multiple vendors, acetic acid salt, 0.65 g, 2.2 mmol) in 20 mL i-PrOH was heated in a sealed tube at 110° C. overnight. The solid was filtered off and the filtrate was concentrated under vacuum. The residue was dissolved in 30 mL DCM and 5 mL TFA and stirred at rt for 1 h. The mixture was concentrated, and the residue was purified by preparative TLC (10%2N NH3 in methanol-DCM). LC/MS: [(M+1)]+=223

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952166B2
Source datasetuspto-grants-2015_02
ORD IDord-349a551e66c048fa81c5e9aebbcaa349
Source noteuspto-grants-2015_02