HuagongsheHuagongshe Chemistry Print Report · For research reference only
Styrene → trans-Stilbene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Styrene | HCID 7501 | — |
| Reactant | Chlorobenzene | HCID 7964 | — |
| Reactant | Sodium Acetate | HCID 517045 | — |
| Catalyst | Tetraphenylphosphonium Chloride | HCID 164911 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1,1-Diphenylethylene | HCID 10740 | 14.4% |
| Product | trans-Stilbene | HCID 638088 | 84.9% |
| Product | cis-Stilbene | HCID 5356785 | 0.7% |
Reaction Steps
A reaction is performed as described in Example 1, except that 10.3 mg (0.04 mmol) of (CH3CN)2PdCl2, 59.7 mg (0.16 mmol) of Ph4PCl, 157.6 mg (1.92 mmol) of anhydrous sodium acetate, 107.1 mg (0.95 mmol) of chlorobenzene and 136.2 mg (1.31 mmol) of styrene in 1 ml of DMF are reacted. Stirring is performed at 150° C. for 8 hours. With 95.6% conversion of Cl-benzene, a 70.4% yield of Heck products (84.9% trans-stilbene, 0.7% cis-stilbene, and 14.4% 1,1-diphenylethene) is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06316675B1 |
| Source dataset | uspto-grants-2001_11 |
| ORD ID | ord-a2489af76f8f455489a19371317c7868 |
| Source note | uspto-grants-2001_11 |