HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Acrylonitrile → 2-Methyl-5-nitrocinnamonitrile
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Acrylonitrile | HCID 7855 | — |
| Edukt | Tri(2-ethylhexyl)amine | HCID 102705 | — |
| Edukt | 2-Methyl-5-nitrobenzoyl chloride | HCID 4436568 | — |
| Lösungsmittel | Cyclopentanone | HCID 8452 | — |
| Produkt | 2-Methyl-5-nitrocinnamonitrile | HCID 54122855 | 24% |
Reaktionsschritte
0.2877 g (0.5 millimol) of bis-(dibenzylideneacetone)-palladium(O), 9.98 g (50 millimols) of 2-methyl-5-nitrobenzoyl chloride, 3.31 g (62.5 millimols) of acrylonitrile and 17.68 g (50 millimols) of tris-(2-ethylhexyl)-amine, in 100 ml of cyclopentanone, are stirred for 1.5 hours at 100° C. The crude product is chromatographed on silica gel, in methylene chloride, and is then recrystallised from cyclohexane/carbon tetrachloride. 2.1 g (24% of theory) of 2-methyl-5-nitrocinnamonitrile are obtained in the form of white crystals; melting point 113.2° C.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US04335054 |
| Quelldatensatz | uspto-grants-1982_06 |
| ORD ID | ord-acf01ee7b42f4c8cabb18159f2455709 |
| Quellennotiz | uspto-grants-1982_06 |