HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2,2,2-Trifluoro-1-(4-furan-3-yl-phenyl)-ethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | (Trifluoromethyl)trimethylsilane | HCID 552549 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | 4-(Furan-3-Yl)Benzaldehyde | HCID 21526045 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2,2,2-Trifluoro-1-(4-furan-3-yl-phenyl)-ethanol | HCID 66743604 | 83.3% |
Reaction Steps
Tetrabutylammonium fluoride (0.024 ml; 1.0 M solution in tetrahydrofuran) was added to a solution of 4-furan-3-yl-benzaldehyde (410 mg, 2.38 mmol) and trifluoromethyltrimethylsilane (TMSCF3) (423 μl, 2.86 mmol) in 5 ml THF at 0° C. The formed mixture was warmed up to room temperature and stirred at room temperature for 4 hours. The reaction mixture was then treated with 5 ml of 1N HCl and stirred at room temperature overnight. The product was extracted with ethyl acetate (3×50 ml). The organic layer was separated and dried over sodium sulfate. The organic solvent was evaporated to give 480 mg of 2,2,2-trifluoro-1-(4-furan-3-yl-phenyl)-ethanol, yield: 83%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07709493B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-40025981711845388561bed90ec8df1f |
| Source note | uspto-grants-2010_05 |