HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 86721059, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2,4-Difluorophenol | HCID 123051 | — |
| Reactant | 4-Fluoro-3-nitrobenzenesulfonamide | HCID 16782487 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86721059 | HCID 86721059 | 95% |
Reaction Steps
A solution of 2,4-difluorophenol (5.39 g, 41.4 mmol) in dimethylformamide (34.5 mL) at 10° C. under nitrogen was treated portionwise with sodium hydride (1.657 g, 41.4 mmol), stirred for 15 minutes and treated portionwise with 4-fluoro-3-nitrobenzenesulfonamide (2.28 g, 10.36 mmol). The solution was stirred at ambient temperature for 1.5 hours, diluted into ethyl acetate and carefully quenched with 0.5 M HCl to a constant pH of 6. The organic layer was washed with saturated aqueous sodium chloride, dried (MgSO4), filtered, and concentrated. The residue was triturated in 3:1 hexane/ethyl acetate to afford the title compound (3.24 g, 95%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09321764B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-354293b4b36e456cbdedbafc9dbcbe5d |
| Source note | uspto-grants-2016_04 |