HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 2-Bromo-6-(naphthalen-2-yl)naphthalene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2,6-Dibromonaphthalene | HCID 640591 | — |
| Reactant | (Naphthalen-2-yl)boronic acid | HCID 2734375 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | 2-Bromo-6-(naphthalen-2-yl)naphthalene | HCID 57539987 | 69% |
Reaction Steps
Under an argon gas atmosphere, 246 g (860 mmol) of 2,6-dibromonaphthalene, 163 g (950 mmol) of 2-naphthalene boronic acid, 20 g (17.0 mmol) of tetrakis(triphenylphosphine)palladium(0), 3 L of dimethoxyethane (DME) and 1.5 L of 2M sodium carbonate solution were mixed, and stirred for 16 hours while being refluxed. After the completion of the reaction, precipitated crystal was separated by filtration. Then, the obtained solid was cleansed with water, methanol and hexane. The obtained solid was dried under reduced pressure, and 197 g of 2-bromo-6-(2-naphthyl)naphthalene was obtained at an yield of 69%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08779655B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-b4688e203477453abc3b2fd7348c8ccf |
| Source note | uspto-grants-2014_07 |