Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Styrene | HCID 7501 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3,5-Dibromobenzaldehyde | HCID 622077 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Catalyst | Palladium (II) acetate | HCID 4144353 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 73991780 | HCID 73991780 | 85% |
Reaction Steps
Bu4NBr (2.0 g, 6.3 mmol), K2CO3 (7.8 g, 56.7 mmol), Pd(Oac)2 (250 mg, 1.1 mmol) and styrene (20 mL, 175 mmol) were stirred for 5 min under nitrogen. To the mixture was added 3,5-dibromobenzaldehyde (5.0 g, 18.9 mmol) in dry DMF (5.0 mL), and the mixture was stirred at 65° C. for 16 h. The reaction mixture was diluted with ethyl acetate (20 mL) and the solution filtered. The filtrate was diluted with water and extracted with ethyl acetate (3×50 mL). The organic layers were combined, dried over MgSO4, and concentrated under vacuum. To the residue was added a mixture of toluene/petroleum ether (1:1) (50 mL) and 3,5-distyryl-benzaldehyde (4.95 g, 85%) was isolated by filtration.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06867218B2 |
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| Source dataset | uspto-grants-2005_03 |
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| ORD ID | ord-c522609c528d46d48c29b2334ea413c0 |
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| Source note | uspto-grants-2005_03 |
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