HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Dichloromethane → 4'-Formyl-2'-nitrobiphenyl-2-carbonitrile
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Dichloromethane | HCID 6344 | — |
| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | 4-Bromo-3-nitrobenzaldehyde | HCID 808792 | — |
| Edukt | 2-Cyano-phenylboric acid | HCID 21708089 | — |
| Katalysator | Tetrabutylammonium Bromide | HCID 74236 | — |
| Katalysator | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | 4'-Formyl-2'-nitrobiphenyl-2-carbonitrile | HCID 86644074 | 47% |
Reaktionsschritte
A mixture of 4-bromo-3-nitrobenzaldehyde (10.0 g), 2-cyanophenylboric acid (8.25 g), [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II), dichloromethane adduct (3.45 g), tetrabutylammonium bromide (1.36 g), 2M aqueous sodium carbonate solution (40 mL) and toluene (400 mL) was refluxed under an argon atmosphere for 3 days. The reaction mixture was concentrated, and the residue was dissolved in ethyl acetate. The obtained ethyl acetate solution was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography to give the title compound as a pale-yellow solid (5.15 g, 40%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09115136B2 |
| Quelldatensatz | uspto-grants-2015_08 |
| ORD ID | ord-19142a26a34e481abc610366d05741bc |
| Quellennotiz | uspto-grants-2015_08 |