HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → methyl 4-oxo-2,3,4,9-tetrahydro-1H-carbazole-5-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Tri-o-tolylphosphine | HCID 80271 | — |
| Reactant | 3-(3-Carbomethoxy-2-bromoanilino)cyclohex-2-en-1-one | HCID 22337724 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | methyl 4-oxo-2,3,4,9-tetrahydro-1H-carbazole-5-carboxylate | HCID 11368514 | — |
Reaction Steps
A mixture of methyl 2-bromo-3-(3-oxocyclohex-1-enylamino)benzoate (0.97 g, 3.0 mmol), palladium acetate (0.14 g, 0.6 mmol), tri-o-tolylphosphine (0.73 g, 2.4 mmol), and triethylamine (0.38 g, 3.6 mmol) in acetonitrile (10 mL) was heated in a sealed tubule flushed with nitrogen at 100° C. for 20 h. The cooled reaction mixture was diluted with DCM (3×50 mL) and water (10 mL). The organic layer was separated, washed with water, dried (Na2SO4), and concentrated.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09260440B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-e024770b8e804559b7e844b1ccac61bd |
| Source note | uspto-grants-2016_02 |