HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
3-Nitrobenzaldehyde → Methyl 4-[2-(3-nitrophenyl)vinyl]benzoate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 3-Nitrobenzaldehyde | HCID 7449 | — |
| Edukt | [4-(Methoxycarbonyl)benzyl](triphenyl)phosphonium bromide | HCID 2764257 | — |
| Edukt | 1,5-Diazobicyclo(4.3.0)non-5-ene | HCID 21921989 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Produkt | Methyl 4-[2-(3-nitrophenyl)vinyl]benzoate | HCID 68690726 | 95% |
Reaktionsschritte
71.2 g of 4-methoxycarbonylbenzyltriphenylphosphonium bromide and 23 g (0.15 M) of 3-nitrobenzaldehyde are added to 360 ml of acetonitrile in a 1000 ml reactor. 19 ml (0.15 M) of 1,5-diazobicyclo[4.3.0]non-5-ene (DBN) are then added and the reaction medium is then refluxed with stirring for 1 hour. The solvent is then evaporated off and the residue obtained is then purified by chromatography on silica, using dichloromethane as eluent. After evaporation, 41.6 g of a white solid are obtained (yield: 95%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07816397B2 |
| Quelldatensatz | uspto-grants-2010_10 |
| ORD ID | ord-db25ae22fe1a45c58be3ca0a56c10117 |
| Quellennotiz | uspto-grants-2010_10 |