HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethylene → HCID 22345111, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethylene | HCID 6325 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Tri-o-tolylphosphine | HCID 80271 | — |
| Reactant | 6,6′-Dibromo[1,1′-binaphthalene]-2,2′-diol | HCID 222842 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 22345111 | HCID 22345111 | 54% |
Reaction Steps
A solution of 6,6′-dibromo-2,2′-dihydroxy-1,1′-binaphthyl (0.694 g, 1.56 mmol), Pd(OAc)2 (0.020 g, 5 mol %), P(o-tolyl)3 (0.080 g, 15 mol %) and Et3N (0.5 mL) in DMF (2 mL) was pressurized with ethylene (200 psi) at 750 C for 18 hrs. The resulting mixture was diluted in ethyl acetate (20 mL) and filtered through celite, followed by water (20 mL) and brine (20 mL) washes. The solution was dried over MgSO4 and evaporated to produce a tan solid, which was purified by column chromatography to yield the desired product in 54% yield (0.286 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06924345B2 |
| Source dataset | uspto-grants-2005_08 |
| ORD ID | ord-e2ab577e269e41578c0bf479d3e3cb2c |
| Source note | uspto-grants-2005_08 |