HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → 2-(4-(4-Chloro-3-fluorophenoxy)-3-fluorophenyl)ethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 4-Chloro-3-fluorophenylboronic Acid | HCID 2778656 | — |
| Reactant | 2-Fluoro-4-(2-hydroxyethyl)phenol | HCID 45119081 | — |
| Catalyst | Cupric acetate | HCID 8895 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-(4-(4-Chloro-3-fluorophenoxy)-3-fluorophenyl)ethanol | HCID 71236573 | 21.9% |
Reaction Steps
To a solution of 2-fluoro-4-(2-hydroxyethyl)phenol (22.41 mmol, 3.5 g) and (4-chloro-3-fluorophenyl)boronic acid (45 mmol, 7.82 g) in dry CH2Cl2 (150 mL) were added copper (II) acetate (4.5 mmol 0.81 g), pyridine (45 mmol, 3.55 g), and 4 A molecular sieves in turn. The mixture was stirred at room temperature under N2 for 72 hours. The reaction mixture was filtered and the filtrate was concentrated to give crude product. The crude product was purified by silica gel chromatography to provide the desired product (1.4 g, 20%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09273054B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-740991e7e26a404a925ae4e8d108efa7 |
| Source note | uspto-grants-2016_03 |