HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Bromonaphthalene → 1,1'-Binaphthyl
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Bromonaphthalene | HCID 7001 | — |
| Reactant | Calciumoxide | HCID 6850728 | — |
| Reactant | Sodium naphthalene-1-sulfinate | HCID 23681220 | — |
| Catalyst | 1,2-Bis(diphenylphosphino)ethane | HCID 74267 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | 1,1'-Binaphthyl | HCID 11789 | 64% |
Reaction Steps
4.28 g (20 mmol) of sodium 1-naphthalenesulfinate, 4.14 g (20 mmol) of 1-bromonaphthalene, 0.0225 g (0.1 mmol) of palladium acetate, 0.0478 g (0.12 mmol) of 1,2-bis(diphenylphosphino)ethane, 6.73 g (120 mmol) of calcium oxide and 60 ml of N-methyl-2-pyrrolidone were placed in a 100 ml round bottom flask and reacted at 150° C. in a nitrogen gas stream for 8 hours. After the completion of the reaction, the reaction mixture was analyzed by means of high performance liquid chromatography. The analysis showed that 12.8 mmol (yield 64%) of 1,1'-binaphthyl was formed in the reaction mixture solution.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05159082 |
| Source dataset | uspto-grants-1992_10 |
| ORD ID | ord-af30cc3459374cf5900863cea6334567 |
| Source note | uspto-grants-1992_10 |