HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tributyltin Chloride → HCID 15288192, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tributyltin Chloride | HCID 15096 | — |
| Reactant | 4,5-dihydro-4,4-dimethyl-2-(2-thienyl)-oxazole | HCID 5008282 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 15288192 | HCID 15288192 | 134.1% |
Reaction Conditions
| Temperature | -70 °C |
|---|
Reaction Steps
To a solution of 5.0 g of 4,5-dihydro-4,4-dimethyl-2-(2-thienyl)-oxazole in 20 ml of ether is added dropwise 18.75 ml of butyl lithium while maintaining the temperature at -70° C. with stirring under nitrogen. The reaction mixture is stirred at -70° C. for 15 minutes and 30 minutes at 0° C. The reaction mixture is cooled to -70° C. and 10.0 g of tributyl tin chloride added. The reaction mixture is quenched with water and extracted with ether. The organic layer is washed with water (2×100 ml), dried and evaporated in vacuo to give 17.4 g of residue which is purified by chromatography on silica gel by elution with 7:1 hexane:ethyl acetate to give 12.4 g of a yellowish oil. MS(M+H=472) the next step is example 19.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05780471 |
| Source dataset | uspto-grants-1998_07 |
| ORD ID | ord-921a9e43bfb84fe8b6ca8ed928200808 |
| Source note | uspto-grants-1998_07 |