HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 4-(2,8-diazaspiro[4.5]decan-2-yl)furan-2(5H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Tetronic acid | HCID 521261 | — |
| Reactant | tert-Butyl 2,8-diazaspiro(4.5)decane-8-carboxylate | HCID 23282900 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | 4-(2,8-diazaspiro[4.5]decan-2-yl)furan-2(5H)-one | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08952166B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-349a551e66c048fa81c5e9aebbcaa349 |
| Source note | uspto-grants-2015_02 |