HuagongsheHuagongshe Chemistry Print Report · For research reference only
Indole → 1-Phenyl-1H-indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Indole | HCID 798 | — |
| Reactant | Potassium Bicarbonate | HCID 516893 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Bromobenzene | HCID 7961 | — |
| Product | 1-Phenyl-1H-indole | HCID 182029 | 124.2% |
Reaction Steps
A suspension of indole (8.2 g), potassium bicarbonate (12 g) and copper (I) iodide (2.7 g) in bromobenzene (70 mL) was refluxed for 3 hours under nitrogen atmosphere. To the mixture copper (I) iodide (11 g) was added and the mixture was refluxed for additional 6 hours. The insoluble material was removed by filtration and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=50:1 to 20:1) to provide 8.4 g of the title compound. Yield 62%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06172085B2 |
| Source dataset | uspto-grants-2001_01 |
| ORD ID | ord-df943a1910d34487b1cad511b5518662 |
| Source note | uspto-grants-2001_01 |