HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tributyltin Chloride → 4-(5-Tributylstannanyl-[1,2,3]triazol-1-yl)-benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tributyltin Chloride | HCID 15096 | — |
| Reactant | 4-(1H-1,2,3-Triazol-1-yl)benzonitrile | HCID 9793960 | — |
| Reactant | HCID 178418306 | HCID 178418306 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-(5-Tributylstannanyl-[1,2,3]triazol-1-yl)-benzonitrile | HCID 66738504 | 43.6% |
Reaction Conditions
| Temperature | -78 °C |
|---|
Reaction Steps
4-[1,2,3]Triazol-1-yl-benzonitrile (0.105 g, 0.6 mmol) and dry THF (6 ml) and a magnetic stirrer were placed in a flask. The flask was flushed with argon and kept under an inert atmosphere and cooled to −78° C. At this temperature, tert-BuLi (0.36 ml, 1.7M, 0.6 mmol) was added dropwise during 1-2 minutes. The mixture was stirred at this temperature for 15 minutes and Bu3SnCl (0.19 g, 0.6 mmol) was added during 1 minute, and the mixture was then allowed to slowly reach RT. The crude mixture was directly purified on silica (heptane:EtOAc 4:1) giving 0.12 g (43%) of the title stannane.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08114881B2 |
| Source dataset | uspto-grants-2012_02 |
| ORD ID | ord-051bbb93984f4f4e82433791b3247235 |
| Source note | uspto-grants-2012_02 |