HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 1-[4-(6-Methoxy-pyridine-2-yl)-phenyl]-2,2,2-trifluoro-ethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | (Trifluoromethyl)trimethylsilane | HCID 552549 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | 4-(6-Methoxy-2-pyridinyl)benzaldehyde | HCID 3675823 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-[4-(6-Methoxy-pyridine-2-yl)-phenyl]-2,2,2-trifluoro-ethanol | HCID 66743663 | 90% |
Reaction Steps
Tetrabutylammonium fluoride (TBAF) (0.1 ml of 1M in THF) was added to a solution of 4-(6-methoxy-pyridine-2-yl)-benzaldehyde (213 mg, 1 mmol) and trifluoromethyl trimethylsilane (0.2 ml, 1.2 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 12 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 0.25g of 1-[4-(6-methoxy-pyridine-2-yl)-phenyl]-2,2,2-trifluoro-ethanol which was directly used in next step without purification. yield: 90%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07968559B2 |
| Source dataset | uspto-grants-2011_06 |
| ORD ID | ord-68f036209c05478286e4a18c01d08794 |
| Source note | uspto-grants-2011_06 |