HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-Azaspiro[4.5]decane-3,8-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) | HCID 466102 | — |
| Reactant | 1,4-Dioxa-10-azadispiro[4.2.4^{8}.2^{5}]tetradecan-11-one | HCID 57795414 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | 2-Azaspiro[4.5]decane-3,8-dione | HCID 57795510 | 58% |
Reaction Steps
To a solution of 1,4-dioxa-10-aza-dispiro[4.2.4.2]tetradecan-11-one (3.95 g, 18.7 mmol) in 160 mL of acetone was added 16 mL of water and pyridinium p-toluenesulfonate (1.41 g, 5.61 mmol). The resulting mixture was stirred at reflux for 20 h. Then, it was cooled and concentrated. The crude was purified by silica gel column chromatography using a 5% MeOH:EtOAc mixture as eluent to afford 2-aza-spiro[4.5]decane-3,8-dione (1.80 g, 58%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08674118B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-f82f3c339dda46e5b22afa40ce1f0765 |
| Source note | uspto-grants-2014_03 |