HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
3-Nitrophenylboronic Acid → 3-(Cyclohexen-1-yl)-1-nitrobenzene
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 3-Nitrophenylboronic Acid | HCID 1677 | — |
| Edukt | Ethyl Acetate | HCID 8857 | — |
| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | Lithium Chloride | HCID 433294 | — |
| Katalysator | HCID 178418397 | HCID 178418397 | — |
| Lösungsmittel | 1,2-Dimethoxyethane | HCID 8071 | — |
| Produkt | 3-(Cyclohexen-1-yl)-1-nitrobenzene | HCID 22019642 | — |
Reaktionsschritte
The above product (1.3 g) is dissolved in ethylene glycol dimethyl ether (10 ml), and thereto are added 3-nitrophenylboronic acid (1.3 g), tetrakis(triphenylphosphine)palladium (0) (330 mg), lithium chloride (720 mg) and 2M aqueous sodium carbonate (8 ml), and the mixture is heated under reflux for 3 hours. To the mixture is added ethyl acetate, and the organic layer is washed with water, and the solvent is evaporated under reduced pressure. The residue is purified by silica gel column chromatography (eluent: gradient from 0% to 100% hexane/ethyl acetate) to give 3-(cyclohexen-1-yl)-1-nitrobenzene (700 mg).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07084176B2 |
| Quelldatensatz | uspto-grants-2006_08 |
| ORD ID | ord-64dd8aed2e704a5db3218f40da5b57c0 |
| Quellennotiz | uspto-grants-2006_08 |