HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 1-Oxa-3-azaspiro(4.5)decan-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Carbonic acid di-2-pyridyl ester | HCID 2757370 | — |
| Reactant | Cyclohexanol, 1-(aminomethyl)-, hydrochloride (1:1) | HCID 3084332 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 1-Oxa-3-azaspiro(4.5)decan-2-one | HCID 349043 | 74.7% |
Reaction Steps
1-Aminomethyl-cyclohexanol hydrogen chloride (250 mg, 1.5 mmol) and triethylamine (0.21 mL, 1.5 mmol) were mixed in dichloromethane (5 mL), and the mixture was stirred for 15 min. Carbonic acid dipyridin-2-yl ester (326 mg, 1.5 mmol) was then added, and the reaction mixture was stirred at room temperature overnight. The reaction mixture was diluted with ethyl acetate (10 mL), washed with water (2×4 mL), brine (2×4 mL); dried over anhydrous sodium sulfate and concentrated to give the title compound as a white powder (174 mg, 74%). 1H NMR (300 MHz, CDCl3): δ 6.42 (br, 1H), 3.31 (s, 2H), 1.86 (m, 2H), 1.76 (m, 2H), 1.65 (m, 2H), 1.47 (m, 4H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07790717B2 |
| Source dataset | uspto-grants-2010_09 |
| ORD ID | ord-ec4b05dd8e134ff9bc76840b8f706163 |
| Source note | uspto-grants-2010_09 |