HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → 4-(2-Triphenylenyl)dibenzothiophene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Dibenzothiophene-4-boronic acid | HCID 2734329 | — |
| Reactant | 2-Bromotriphenylene | HCID 18381174 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Product | 4-(2-Triphenylenyl)dibenzothiophene | HCID 59489247 | 86% |
Reaction Steps
4.4 g (14.6 mmol) of 2-bromotriphenylene, 4.0 g (17.5 mmol) of 4-dibenzothiopheneboronic acid, 0.51 g (0.44 mmol) of tetrakistriphenylphosphinepalladium, and 4.0 g (43.4 mmol) of potassium carbonate were charged in a 250 mL round bottom flask with solvent 90 mL of toluene and 10 mL of water. The reaction mixture was purged with nitrogen for 30 min and then was heated up to reflux for overnight under nitrogen with stirring. The reaction mixture was cooled and the organic extracts were purified by column chromatography and recrystallization with toluene. 5.1 g (86%) of white solid was obtained as the product which was confirmed by proton NMR.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08367850B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-35fc707845934b1e8ddf48bda767520c |
| Source note | uspto-grants-2013_02 |