HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → 2-Azabicyclo(2.2.2)octan-3-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Ethyl 4-aminocyclohexanecarboxylate | HCID 409963 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-Azabicyclo(2.2.2)octan-3-one | HCID 137887 | 68.7% |
Reaction Steps
A solution of ethyl 4-aminocyclohexanecarboxylate (0.6 g, 3.49 mmol), toluene (1 mL) in oil bath (170° C.) was heated for 2-3 h to dryness. After cooling to rt, the reaction mixture was diluted with water and extracted with ethyl acetate (3×30 mL). The combined organic layers were dried over Na2SO4. After filtration and concentration, 300 mg of the desired product was obtained by column chromatography purification. MS (ESI): 126 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08772301B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-db8b422812164847b82dc3fe39e45f40 |
| Source note | uspto-grants-2014_07 |