HuagongsheHuagongshe Chemistry Print Report · For research reference only
Propargyl bromide → HCID 131719442, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Propargyl bromide | HCID 7842 | — |
| Reactant | 1-(Triphenylphosphoranylidene)acetone | HCID 15038 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 131719442 | HCID 131719442 | — |
Reaction Steps
20.0 g of methylcarbonylmethylenetriphenyl phosphorane is dissolved in 628 ml of tetrahydrofuran and mixed by instillation at -78° C. with 41.3 ml of butyllithium (1.6 molar solution in hexane). Then,5.0 ml of propargyl bromide is instilled. The reaction mixture is added to an ice/common salt solution after heating to room temperature, and the mixture is extracted with ethyl acetate. After drying the organic phase with sodium sulfate,23.4 g of solid is obtained. Column chromatographic purification (silica gel/ethyl acetate) yields 15.4 g of the title compound with a melting point of 135°-136° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05532228 |
| Source dataset | uspto-grants-1996_07 |
| ORD ID | ord-1dd9ab5f52634be89f51795ca8d7feb3 |
| Source note | uspto-grants-1996_07 |