HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2,2,2-Trifluoro-1-[2-(4-methyl-thiophen-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 | 2-(4-Methylthiophen-3-yl)benzaldehyde | HCID 86621083 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2,2,2-Trifluoro-1-[2-(4-methyl-thiophen-3-yl)-phenyl]-ethanol | HCID 66743437 | 97% |
Reaction Steps
Tetrabutylammonium fluoride (0.013 ml; 1.0 M solution in tetrahydrofuran) was added to a solution of 2-(4-methylthiophen-3-yl)-benzaldehyde (260 mg, 1.29 mmol) and trifluoromethyltrimethylsilane (TMSCF3) (228 μl, 1.54 mmol) in 5 ml of 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 340 mg of 2,2,2-trifluoro-1-[2-(4-methyl-thiophen-3-yl)-phenyl]-ethanol, yield 97%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08772482B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-aceb2a30bcf74e44b97b012444d07bb7 |
| Source note | uspto-grants-2014_07 |