HuagongsheHuagongshe Chemistry Print Report · For research reference only
Citric Acid → HCID 58306856, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Citric Acid | HCID 311 | — |
| Reactant | Tert-butylcarbamate | HCID 21252905 | — |
| Reactant | HCID 58307094 | HCID 58307094 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 58306856 | HCID 58306856 | 96.5% |
Reaction Steps
To a mixture of 4-amino-3-bromo-5-ethynylbenzonitrile (0.57 g) and 1-methyl-2-pyrrolidinone (12 mL) was added tert-butylcarbamate (0.57 g) under ice-cooling, followed by stirring at room temperature for 24 hours. To the reaction mixture was added a 10% aqueous citric acid solution under ice-cooling, followed by extraction with ethyl acetate. The organic layer was washed with water, a saturated aqueous sodium hydrogen carbonate solution, water, and saturated brine, dried over anhydrous magnesium sulfate, and then filtered. The filtrate was concentrated under reduced pressure to obtain 7-bromo-1H-indole-5-carbonitrile (0.55 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08598355B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-44e17cbf87c3412f95f762ac29c88cdb |
| Source note | uspto-grants-2013_12 |