Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Pyrene, 1,6-Dibromo- | HCID 176470 | — |
| Reactant | 1-Naphthaleneboronic acid | HCID 254532 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 1-Bromo-6-(naphthalen-1-yl)pyrene | HCID 86084124 | 45.5% |
Reaction Steps
A mixture of 27.2 g (75.6 mmol) of 1,6-dibromopyrene, 13 g (75.6 mmol) of naphthalen-1-ylboronic acid, 0.87 g(0.756 mmol) of Tetrakis(triphenylphosphine)Palladium, 57 ml of 2M Na2CO3, 120 ml of EtOH and 300 ml toluene was degassed and placed under nitrogen, and then heated at 90° C. for 24 h. After the reaction finish, the mixture was allowed to cool to room temperature. Than 500 ml MeOH was added, while stirring and the precipitated product was filtered off with suction. To give 14 g (yield 45.5%) of beige product which was recrystallized from 1,4-Dioxane.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09260363B2 |
|---|
| Source dataset | uspto-grants-2016_02 |
|---|
| ORD ID | ord-251a535525a94d809a2b0f1bae077b16 |
|---|
| Source note | uspto-grants-2016_02 |
|---|