HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 2-(3-((6-Fluoropyridin-3-yl)oxy)phenyl)ethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Hydroxyphenethyl alcohol | HCID 83404 | — |
| Reactant | (6-Fluoropyridin-3-yl)boronic acid | HCID 2783397 | — |
| Catalyst | Cupric acetate | HCID 8895 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | 2-(3-((6-Fluoropyridin-3-yl)oxy)phenyl)ethanol | HCID 68431216 | — |
Reaction Steps
To a solution of 3-(2-hydroxyethyl)phenol (142.5 mg) in chloroform (5 ml), 279 mg of (6-fluoro-3-pyridinyl)boronic acid, 0.043 ml of triethylamine, 681 mg of copper acetate, and 500 mg of 4A molecular sieve were added, and the reaction solution was stirred at room temperature for 6 days. The reaction solution was filtered through Celite, and the filtrate was diluted with water, extracted with chloroform, and dried over anhydrous magnesium sulfate. The reaction solvent was distilled off under reduced pressure, and the residue obtained was purified by silica gel column chromatography (eluent: ethyl acetate/hexane (0:100-50:50-75/25)) to afford the title compound as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08367708B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-3f6bf3bb23f34917aa941651a5ed5c94 |
| Source note | uspto-grants-2013_02 |