HuagongsheHuagongshe Chemistry Print Report · For research reference only
Styrene → trans-Stilbene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Styrene | HCID 7501 | — |
| Reactant | Sodium Acetate | HCID 517045 | — |
| Catalyst | Tetraphenylphosphonium Chloride | HCID 164911 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1,1-Diphenylethylene | HCID 10740 | 14.5% |
| Product | trans-Stilbene | HCID 638088 | 85% |
| Product | cis-Stilbene | HCID 5356785 | 0.5% |
Reaction Steps
A reaction is performed as described in Example 1, except that 3.9 mg (0.015 mmol) of (CH3CN)2PdCl2, 34.9 mg (0.09 mmol) of Ph4PCl, 520.9 mg (6.35 mmol) of anhydrous sodium acetate, 499.6 mg (3.118 mmol) of Br-benzene and 489.3 mg (4.7 mmol) of styrene are reacted in 1.5 ml of DMF. Stirring is performed at 130° C. for 5 hours. According to the processing described in Example 1, a 74.8% yield of Heck products (85.0% trans-stilbene, 0.5% cis-stilbene, and 14.5% 1,1-diphenylethene) is obtained with 74.6% conversion of Br-benzene.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06316675B1 |
| Source dataset | uspto-grants-2001_11 |
| ORD ID | ord-1d4146d68dbd45f885d469d03ee4ecc5 |
| Source note | uspto-grants-2001_11 |