Reaktion #83182

Reaktionsgleichung

alpha-(4-chlorophenyl)-alpha-ethyl-1H-1,2,4-triazole-1-propanenitrile

sodium hydroxide

→

white solid

Ausbeute 91.6%

2-(4-chlorophenyl)-2-[(1,2,4-triazol-1-yl)methyl]butyramide

Ausbeute 91.6%

Lösungsmittel

dimethyl sulfoxide

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigewas consumed
2. 2
   workup.ADDITIONThe reaction was poured into water
3. 3
   Extraktionextracted with ethyl acetate
4. 4
   WaschenAfter washing with brine
5. 5
   Trocknenthe organic phase was dried over magnesium sulfate
6. 6
   Einengenconcentrated under vacuum
7. 7
   Temperaturwithout heating
8. 8
   SonstigeRemoval of the solvent
9. 9
   Sonstigegave a foamy glassy solid which
10. 10
    Sonstigewas triturated with hexane
11. 11
    Filtrationfiltered

Vorschrift

To a 500 mL flask was charged 100.0 g (0.38 mole) of alpha-(4-chlorophenyl)-alpha-ethyl-1H-1,2,4-triazole-1-propanenitrile and 100 mL of dimethyl sulfoxide. To the stirring solution was added 100 g (1.25 mole) of 50% sodium hydroxide. The reaction mixture was heated at 100° C. for 1 hour after which GLC indicated the starting material was consumed. The reaction was poured into water and extracted with ethyl acetate. After washing with brine, the organic phase was dried over magnesium sulfate and concentrated under vacuum without heating. Removal of the solvent gave a foamy glassy solid which was triturated with hexane, filtered and gave 97 g (91% yield) of a white solid, melting point 139°-140° C.

Quelle