Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Potassium Nitrate | HCID 24434 | — |
| Reactant | 5-Bromoindoline | HCID 3411566 | — |
| Solvent | Sulfuric Acid | HCID 1118 | — |
| Product | HCID 827562 | HCID 827562 | 76.1% |
Reaction Steps
To a solution of 5-bromo-2,3-dihydro-1H-indole (45 g, 0.227 mol) in H2SO4 (98%, 200 mL) was slowly added KNO3 (23.5 g, 0.23 mol) at 0° C. After addition, the mixture was stirred at 0-10° C. for 4 h, carefully poured into ice, basified with Na2CO3 to pH 8 and extracted with ethyl acetate. The combined organic extracts were washed with brine, dried over Na2SO4 and concentrated to dryness. The residue was purified by column chromatography on silica gel to give 5-bromo-6-nitro-2,3-dihydro-1H-indole (42 g, 76%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08741925B2 |
|---|
| Source dataset | uspto-grants-2014_06 |
|---|
| ORD ID | ord-2be31535b66d473b9edb1adc2323c986 |
|---|
| Source note | uspto-grants-2014_06 |
|---|