HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 2-chloro-9-phenyl-9H-carbazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Iodobenzene | HCID 11575 | — |
| Reactant | 2-chloro-9H-carbazole | HCID 2752388 | — |
| Catalyst | Copper | HCID 23978 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-chloro-9-phenyl-9H-carbazole | HCID 68156350 | 57.4% |
Reaction Steps
Next, a mixed solution of 17.7 g of 2-chloro-9H-carbazole, 22 g of iodobenzene, 20 g of a copper powder, 43 g of potassium carbonate and 200 ml of dimethylformamide was heated/stirred at 140° C. for 16 hours under a nitrogen flow. The solution was cooled to room temperature, 50 ml of ethyl acetate was added, and the mixture was filtered with Celite. To the resultant filtrate was added a saturated aqueous ammonium chloride solution, and the mixture was stirred for a while, and then extracted with ethyl acetate and hexane. The extract was dried over magnesium sulfate, and then evaporated. The concentrate was purified by silica gel column chromatography and vacuum-dried to obtain 14 g of 2-chloro-9-phenyl-9H-carbazole.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09391288B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-f3895de9e4b241d7bcc9c8f535d8a843 |
| Source note | uspto-grants-2016_07 |