HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Hydroxide → 7-Bromo-4-fluoroindoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 7-bromo-4-fluoro-1H-indole | HCID 4342956 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 7-Bromo-4-fluoroindoline | HCID 59332589 | — |
Reaction Steps
NaCNBH3 (2.4 g, 38.2 mmol) was added portionwise to a solution of 7-bromo-4-fluoro-1H-indole (1 g, 4.7 mmol) in acetic acid at −10° C. (bath temp). The reaction was stirred overnight, cooled to 0° C. (bath temp), and solid KOH was added. Saturated NaHCO3 and EtOAc were added, the layers were separated, and the organic layer evaporated. The crude product was purified by flash chromatography, giving the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08071584B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-a601fd445ae04d789f75c452f7420ba9 |
| Source note | uspto-grants-2011_12 |