HuagongsheHuagongshe Chemistry Print Report · For research reference only
Aniline → 1,2-Dihydroquinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Aniline | HCID 6115 | — |
| Reactant | Cyclohexanone | HCID 7967 | — |
| Reactant | Boron trifluoride etherate | HCID 8000 | — |
| Reactant | Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)- | HCID 18462 | — |
| Reactant | Lanthanum tris(trifluoromethanesulfonate) | HCID 2733938 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Ethyl ketone | HCID 7288 | — |
| Product | 1,2-Dihydroquinoline | HCID 5231402 | — |
Reaction Steps
In the final step of this novel process, an aniline 10 is treated with a ketone 11, especially acetone, cyclohexanone or 3-pentanone, in the presence of a catalyst, especially camphor sulfonic acid, boron trifluoride etherate or lanthanum tris(trifluoromethanesulfonate), to afford the 1,2-dihydroquinoline 12:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06180794B2 |
| Source dataset | uspto-grants-2001_01 |
| ORD ID | ord-a9179c3b7ed743a393450609545a9d53 |
| Source note | uspto-grants-2001_01 |