HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 67478820, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | (Trifluoromethyl)trimethylsilane | HCID 552549 | — |
| Reactant | 2-Fluoro-5-formylbenzonitrile | HCID 2769582 | — |
| Catalyst | Cesium fluoride | HCID 25953 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67478820 | HCID 67478820 | 61.3% |
Reaction Steps
2-Fluoro-5-formyl-benzonitrile (5 g, 33.5 mmol) and CsF (51 mg, 0.335 mmol) in THF (10 mL) were treated with TMSCF3 (4.77 g, 33.5 mmol) at room temperature for 2 hours. The reaction was then treated with 4 N HCl (5 mL) and stirred at room temperature for 30 min. The solvent was removed and the residue was partitioned between ether and water. The organic layer was washed with brine, dried over anhydrous Na2SO4, filtered and concentrated to give the crude material, purified by silica gel column (hexanes:ethyl acetate 3:1) to afford the title compound as colorless solid (4.5 g, 61%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08436023B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-f069295bf5a240aca1dcd15a8e121c35 |
| Source note | uspto-grants-2013_05 |