HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Nitrophenylboronic Acid → HCID 59804338, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Nitrophenylboronic Acid | HCID 1677 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Fluoro-3-nitroaniline | HCID 67768 | — |
| Catalyst | Cupric acetate | HCID 8895 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59804338 | HCID 59804338 | — |
Reaction Steps
A round bottom flask is charged with 3-nitrophenylboronic acid (4.2 g, 25 mmol), dry molecular sieves (5 g), copper acetate (1.95 g, 12.5 mmol) and dry dichloromethane (150 mL). Triethylamine (8.7 mL, 62.5 mmol) is added followed by the addition of 4-fluoro-3-nitroaniline (2.27 g, 12.5 mmol). The resulting mixture is stirred at ambient temperature for three days. The mixture is filtered through celite and washed with EtOAc. The filtrate is concentrated and purified by column chromatography (EtOAc/Hexane=1:3) to give the desired product: 1H NMR (400 MHz, DMSO) δ 9.12 (s, 1 H), 7.82 (m, 1 H), 7.79-7.37 (m, 1 H), 7.73-7.70 (m, 1 H), 7.56-7.49 (m, 4 H); LC-MS: 278.3 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08101608B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-17eb5aba3e6c4901955cf0e49a93423f |
| Source note | uspto-grants-2012_01 |