HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Carbon tetrabromide → 3-Bromo-methyl-5-trifluoromethyl-benzonitrile
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Carbon tetrabromide | HCID 11205 | — |
| Edukt | Triphenylphosphine | HCID 11776 | — |
| Edukt | 3-(Hydroxymethyl)-5-(trifluoromethyl)benzonitrile | HCID 11701221 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 3-Bromo-methyl-5-trifluoromethyl-benzonitrile | HCID 66602999 | 83% |
Reaktionsschritte
3-Hydroxymethyl-5-trifluoromethyl-benzonitrile (23.4 g) is dissolved in methylene chloride (230 mL) and thereto is added carbon tetrabromide (42.4 g), followed by an addition of triphenylphosphine (32.0 g) under ice-cooling and the mixture is stirred at the same temperature for 30 minutes. The reaction solution is concentrated under reduced pressure. The resulting residue is purified by silica gel column chromatography (hexane:ethyl acetate=10:1) to give 3-bromo-methyl-5-trifluoromethyl-benzonitrile (25.5 g). NMR (CDCl3): 4.51 (2H, s), 7.86 (1H, s), 7.88 (2H, s)
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07906517B2 |
| Quelldatensatz | uspto-grants-2011_03 |
| ORD ID | ord-f0f9af64c2324477a4db59d9f4b4d8b2 |
| Quellennotiz | uspto-grants-2011_03 |