HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → Ethyl 2-oxo-1-phenylpiperidine-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Iodobenzene | HCID 11575 | — |
| Reactant | 4,7-Dimethoxy-1,10-phenanthroline | HCID 10462298 | — |
| Reactant | Ethyl 2-oxopiperidine-4-carboxylate | HCID 18699051 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Ethyl 2-oxo-1-phenylpiperidine-4-carboxylate | HCID 53699167 | — |
Reaction Steps
Ethyl 2-oxopiperidine-4-carboxylate (0.50 g, 2.9 mmol), iodobenzene (0.77 g, 3.8 mmol, 1.3 equiv), copper(I) iodide (56 mg, 0.29 mmol, 0.1 equiv), 4,7-bis(methoxy)-1,10-phenanthroline (70 mg, 0109 mmol, 0.1 equiv) and potassium carbonate (0.40 g, 3.8 mmol, 1 equiv) were combined in dimethylsulfoxide (10 mL) and placed into a preheated oil bath at 100° C. for 120 hours. The mixture was cooled to ambient temperature, diluted with ethyl acetate (50 mL) and washed with water (2×25 mL) and once with brine (25 mL). The organic extract was dried with sodium sulfate, filtered and concentrated in vacuo, providing the titled compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08895580B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-65f19b2c707d4e4291724a8b8c599f18 |
| Source note | uspto-grants-2014_11 |