HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Acetylbenzenesulphonamide → HCID 49787460, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Acetylbenzenesulphonamide | HCID 74065 | — |
| Reactant | (Trifluoromethyl)trimethylsilane | HCID 552549 | — |
| Reactant | 1-Butanaminium, N,N,N-tributyl-, fluoride, hydrate | HCID 16211673 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Sodium Bicarbonate | HCID 516892 | — |
| Product | HCID 49787460 | HCID 49787460 | — |
Reaction Steps
The 4-acetylbenzenesulfonamide prepared above (247 mg, 0.879 mmol, 1.0 equiv) was dissolved in 10 mL THF followed by the addition on 3.52 mL of a 0.5M solution of CF3TMS in THF. After 5 min, 229 mg of tetrabutylammonium fluoride hydrate (0.879 mmol, 1.0 equiv) was added to the stirring solution. After stirring 21 h the reaction mixture was diluted with sat. NaHCO3, extracted (2×EtOAc), dried (MgSO4) and concentrated under reduced pressure. Purification by flash chromatography (SiO2, 2% MeOH/CH2Cl2) gave the product as a white solid. 1H NMR (DMSO, 400 MHz) δ 7.80 (s, 4H), 6.84 (s, 1H), 3.21 (t, J=5.8 Hz, 4H), 1.71 (s, 3H), 1.63 (m, 4H), 1.50 (m, 4H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07495012B2 |
| Source dataset | uspto-grants-2009_02 |
| ORD ID | ord-c4c0a1383ced4580801def61c07dfb57 |
| Source note | uspto-grants-2009_02 |