HuagongsheHuagongshe Chemistry Print Report · For research reference only
7-Nitro-benzofuran-2-carboxylic acid → 7-Nitrobenzofuran
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 7-Nitro-benzofuran-2-carboxylic acid | HCID 59341378 | — |
| Catalyst | Copper oxide | HCID 14829 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Quinoline | HCID 7047 | — |
| Product | 7-Nitrobenzofuran | HCID 11286638 | 92% |
Reaction Conditions
| Temperature | 170 °C |
|---|
Reaction Steps
A mixture of 7-nitrobenzofuran-2-carboxylic acid (3.54 g, 17.1 mmol) and copper(II) oxide (0.16 g, 2 mmol) in quinoline (30 mL) was heated at 170° C. for 1 hour. Cooling to room temperature, the mixture was diluted with water and extracted with ethyl acetate. The combined organic extracts were washed by brine, dried over anhydrous sodium sulfate, evaporated and purified by silica gel chromatography (petroleum ether/dichloromethane 2/3) to afford the product 7-nitrobenzofuran (2.56 g, yield 92%). 1H NMR (400 MHz, DMSO-d6) δ ppm 8.27-8.28 (d, 1H, J=2.0 Hz), 8.12-8.17 (m, 2H), 7.46-7.50 (t, 1H, J=8.0 Hz), 7.215-7.220 (d, 1H, J=2.0 Hz).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09428508B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-9c25798f322d4b1a921f98127775a671 |
| Source note | uspto-grants-2016_08 |