HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetonitrile → Benzonitrile, 4-[1-[(trimethylsilyl)methyl]ethenyl]-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Allyltrimethylsilane | HCID 69808 | — |
| Reactant | 4-Cyanophenyl trifluoromethanesulfonate | HCID 550182 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Catalyst | Ferrocene-1,1'-bis-(diphenylphosphine) | HCID 635956 | — |
| Solvent | Water | HCID 962 | — |
| Product | Benzonitrile, 4-[1-[(trimethylsilyl)methyl]ethenyl]- | HCID 10727431 | 54% |
Reaction Steps
Table 1, Entry 8. In the reaction tube were mixed 4-cyanophenyl triflate (0.251 g,1.0 mmol), allyltrimethylsilane (0.571 g, 5.0 mmol), palladium acetate (0.00673 g, 0.030 mmol), DPPF (0.0366 g, 0.066 mmol), potassium carbonate (0.207 g, 1.5 mmol) and 1.0 ml acetonitrile.under nitrogen. The contents of the flask were irradiated for 5.00 min with an effect of 50 W. After cooling, the product mixture was poured into 25 ml water and was extracted three times with 25 ml diethyl ether. The combined extracts were washed two times with 25 ml saline and concentrated to an oil. The crude product was purified by repeated Kugelrohr distillation. The yield was 54% (clear oil).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06136157 |
| Source dataset | uspto-grants-2000_10 |
| ORD ID | ord-91b4d7b83a464010a1435615e0c99d05 |
| Source note | uspto-grants-2000_10 |