HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2,2,2-Trifluoro-1-(2-furan-3-yl-phenyl)-ethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | (Trifluoromethyl)trimethylsilane | HCID 552549 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | 2-(Furan-2-yl)benzaldehyde | HCID 2772294 | — |
| Product | 2,2,2-Trifluoro-1-(2-furan-3-yl-phenyl)-ethanol | HCID 66743688 | 90% |
Reaction Steps
Tetrabutylammonium fluoride (0.1 ml of 1M in THF) was added to a solution of 2-furan-2-yl-benzaldehyde (123 mg, 0.71 mmol) and trifluoromethyl trimethylsilane (120 mg, 0.86 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 then treated with 3 ml of 1M HCl and stirred overnight. The product was extracted with ethyl acetate (3×20 ml). The organic layer was separated and dried over sodium sulfate. The organic solvent was evaporated to give 0.150 g of 2,2,2-trifluoro-1-(2-furan-3-yl-phenyl)-ethanol, which was directly used in next step without purification (yield: 90%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07709493B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-87c77992bc8747cc8ea4b80f7ac1bdab |
| Source note | uspto-grants-2010_05 |