HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Bromo-7-fluoro-1-benzofuran-2-carboxylic acid → 5-Bromo-7-fluorobenzofuran
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-Bromo-7-fluoro-1-benzofuran-2-carboxylic acid | HCID 62379218 | — |
| Catalyst | Copper | HCID 23978 | — |
| Solvent | Quinoline | HCID 7047 | — |
| Product | 5-Bromo-7-fluorobenzofuran | HCID 22144820 | 102.2% |
Reaction Steps
A solution of 5-bromo-7-fluoro-1-benzofuran-2-carboxylic acid (1.274 mmol) in quinoline (2 mL) was treated with copper dust (0.236 mmol). The reaction was purged with nitrogen, sealed and irradiated in a microwave reactor at 230° C. for 60 min. The solution was diluted with ethyl acetate and was filtered through Celite. The filtrate was concentrated in vacuo, and the residue was purified by flash chromatography (hexanes) to provide the title compound as a clear oil (280 mg, 100% yield). 1H NMR (400 MHz, DMSO-d6) δ ppm 8.17 (d, J=2.02 Hz, 1H) 7.77 (d, J=1.77 Hz, 1H) 7.55 (dd, J=10.48, 1.64 Hz, 1H) 7.07 (dd, J=3.16, 2.15 Hz, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09340529B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-c14534c67570472ea55e4d345dfdab42 |
| Source note | uspto-grants-2016_05 |