HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 1-(3,4-Difluorophenyl)-2,2,2-trifluoroethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | (Trifluoromethyl)trimethylsilane | HCID 552549 | — |
| Reactant | 3,4-Difluorobenzaldehyde | HCID 588088 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-(3,4-Difluorophenyl)-2,2,2-trifluoroethanol | HCID 61087927 | 90% |
Reaction Steps
Tetrabutylammonium fluoride (TBAF: 0.1 ml, 1M) in THF was added to a solution of 3,4-difluro-benzaldehyde (1.42 g, 10 mmol) and (trifluromethyl)trimethylsilane (1.70 g, 12 mmol) in 10 ml THF at 0° C. The mixture was warmed up to room temperature and stirred for 4 hours. The reaction mixture was treated with 12 ml of 1M HCl and stirred overnight. The product was extracted with dicloromethane (3×20 ml), the organic layer was combined and passed through a pad of silica gel. The organic solvent was evaporated to give 1.9 g of 1-(3,4-difluoro-phenyl)-2,2,2-trifluoro-ethanol, yield 90%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07723345B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-511215f02abd4d34aca57da03d59ac0c |
| Source note | uspto-grants-2010_05 |