Reaktionsgleichung
[C-:1]#[N:2].[Na+].CS(C)=O.Cl.[CH2:9]([N:16]1[CH:20]=[CH:19][N:18]=[C:17]1[CH2:21]Cl)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>C(Cl)Cl>[CH2:9]([N:16]1[CH:20]=[CH:19][N:18]=[C:17]1[CH2:21][C:1]#[N:2])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1Komponenten
5
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 23 °C
Versuchsvorschrift
Dry, powdered sodium cyanide (14 gm, 280 mmole) was added to 80 ml of dry dimethylsulfoxide with stirring at 23° C. Then 1-benzyl-2-chloromethylimidazole hydrochloride (14 gm, 63 mmole) was added portionwise over 10 minutes while maintaining the temperature below 40° C. After the addition was complete, the mixture was stirred at 40° C. for an additional hour. It was diluted with 250 ml methylene chloride and the resulting solution was washed with 4×200 ml of water, dried over MgSO4 and the solvent removed in vacuo. The residue was collected by filtration, dissolved in warm methanol and precipitated with ether to obtain needle-like crystals (8.7 g) of N-benzyl-2-cyanomethylimidazole. m.p. 102.5°-104° C.
Aufarbeitung
- customDry
- temperaturewhile maintaining the temperature below 40° C
- additionAfter the addition
- stirringthe mixture was stirred at 40° C. for an additional hour
- washthe resulting solution was washed with 4×200 ml of water
- dry with materialdried over MgSO4
- customthe solvent removed in vacuo
- filtrationThe residue was collected by filtration
- dissolutiondissolved in warm methanol
- customprecipitated with ether
Quellen und Nachweise
- ORD-Eintrag
- ord-0b1e89ca57df41b2b83c32e76e0a5fab
- Quelldatensatz
- uspto-grants-1988_05
- Patentnummer
- US04746669
Verknüpfte Notizen
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