HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Water → 4-Azidomethyl-3-chlorobenzonitrile
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Sodium Azide | HCID 33557 | — |
| Edukt | Sodium Bicarbonate | HCID 516892 | — |
| Edukt | 4-(Bromomethyl)-3-chlorobenzonitrile | HCID 13042093 | — |
| Katalysator | Tetrabutylammonium hydrogen sulfate | HCID 94433 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | 4-Azidomethyl-3-chlorobenzonitrile | HCID 22349974 | 100% |
Reaktionsschritte
A mixture 8.0 g (0.035 mol) of 4-bromomethyl-3-chlorobenzonitrile (J. Pharm. Sci., (1986) 75, 410), 2.7 g (0.042 mol) of sodium azide, 1.2 g (3.4 mmol) of tetrabutylammonium hydrogen sulfate, 0.30 g (3.4 mmol) of sodium hydrogen carbonate, 7 mL of water and 20 mL of toluene was stirred vigorously for 3 days. The phases were separated and the aqueous layer was extracted three times with ether. The combined organic phase was washed with water, dried over sodium sulfate and evaporated to give 6.7 g (100%) of the sub-title compound.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06337394B2 |
| Quelldatensatz | uspto-grants-2002_01 |
| ORD ID | ord-86f1f9e530264254831e38a7faa488b4 |
| Quellennotiz | uspto-grants-2002_01 |