HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → 3-Bromo-1H-indole-4-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Bromine | HCID 24408 | — |
| Reactant | Sodium Pyrosulfite | HCID 656671 | — |
| Reactant | 4-Cyanoindole | HCID 3817602 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | 3-Bromo-1H-indole-4-carbonitrile | HCID 53393249 | 78.41% |
Reaction Steps
Bromine in DMF (0.796 g, 4.975 mmol) was added to a stirred solution of 1H-indole-4-carbonitrile (700 mg, 4.9295 mmol) in DMF (15 mL) at room temperature. The resulting mixture was stirred at room temperature for 2 hours. The reaction was monitored by TLC (10% ethylacetate in hexane). The reaction mixture was poured into ice water containing 0.5% ammonia and 0.5% sodium metabisulphite. The precipitate was collected, washed with cold water and dried to afford 850 mg of 3-Bromo-1H-indole-4-carbonitrile (78.41% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08263635B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-3390b6d2a82d48ef93ca9d880718fb21 |
| Source note | uspto-grants-2012_09 |