HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trimethylsilylacetylene → HCID 178504177, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trimethylsilylacetylene | HCID 66111 | — |
| Reactant | HCID 178526419 | HCID 178526419 | — |
| Catalyst | Triphenylphosphine | HCID 11776 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 178504177 | HCID 178504177 | 70% |
Reaction Steps
A mixture of 500 mg (1,9 mmol) 6-brom-2,3-dihydroxy-7-nitroquinoxaline (ex. 1) in 10 ml dry dimethylformamide and 20 ml dry triethylamine is added 4 mg palladium(II)acetate, 8 mg triphenylphosphine and 600 l (4,3 mmol) trimethylsilylacetylene. The mixture is refluxed for 2.5 h under nitrogen. After cooling to room temperature, the reaction mixture is evaporated in vacuo. The residue is stirred with water, filtered and washed with water to give 500 mg of a crude product. The crude product is dissolved in ethyl acetate and purified by column chromatography (silica gel) to give 400 mg (70%) of 2,3-dihydroxy-6-trimethylsilylethynyl-7-nitroquinoxaline.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04812458 |
| Source dataset | uspto-grants-1989_03 |
| ORD ID | ord-c05f7dc2b87d4777b612c8ffa38ca37a |
| Source note | uspto-grants-1989_03 |