HuagongsheHuagongshe Chemistry Print Report · For research reference only
Oxygen → 2-[4-(4-Methoxy-phenoxy)-phenyl]-[1,3,4]oxadiazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Oxygen | HCID 977 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (4-Methoxyphenyl)boronic acid | HCID 201262 | — |
| Reactant | 4-(1,3,4-Oxadiazol-2-yl)phenol | HCID 714770 | — |
| Catalyst | Cupric acetate | HCID 8895 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-[4-(4-Methoxy-phenoxy)-phenyl]-[1,3,4]oxadiazole | HCID 20636234 | 72.1% |
Reaction Steps
A mixture of 4-methoxybenzeneboronic acid (1.9 g, 12 mmol), 4-(1,3,4)oxadiazol-2-yl-phenol (1.0 g, 6.2 mmol), copper(II)acetate (1.1 g, 6.2 mmol), crushed 4-Angstrom molecular sieves (0.65 g), triethylamine (4.2 mL) and methylene chloride (22.7 mL) was stirred under 1 atm of oxygen gas for 48 hours. The mixture was filtered through a pad of Celite®, concentrated in vacuo and purified by radial chromatography (2:1 hexane-ethyl acetate), affording 1.2 g of 2-[4-(4-Methoxy-phenoxy)-phenyl]-[1,3,4]oxadiazole.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06706723B2 |
| Source dataset | uspto-grants-2004_03 |
| ORD ID | ord-c88edd41642443cb8969d2fea6ae17ea |
| Source note | uspto-grants-2004_03 |