HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 5-Bromo-6-fluoro-1H-indazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 1-(5-bromo-6-fluoro-1H-indazol-1-yl)ethanone | HCID 59694475 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 5-Bromo-6-fluoro-1H-indazole | HCID 46863923 | 88.7% |
Reaction Steps
To a solution of 22.5 g of 1-(5-bromo-6-fluoro-indazol-1-yl)ethanone in 250 mL of ethanol was added 20.0 mL of 5N sodium hydroxide aqueous solution at room temperature, and stirred at this temperature for 5 minutes. After neutralizing in 5N hydrochloric acid aqueous solution, the solution was diluted with ethyl acetate. The organic layer was successively washed with water and saturated brine, dried over anhydrous magnesium sulfate, and then the solvent was evaporated. The residue was purified and separated by silica gel column chromatography (ethyl acetate:n-hexane=1:3), to afford 16.7 g of the title compound as pale brown crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07429609B2 |
| Source dataset | uspto-grants-2008_09 |
| ORD ID | ord-e7a4bb382256414d8ae1d3d86285d24e |
| Source note | uspto-grants-2008_09 |