Reaktion #64197

Reaktionsgleichung

adamantanone

lithium diisopropylamide

4-[1-(1,2,4-triazolyl)methyl]benzonitrile

water

→

4-(2-hydroxyadamant-2-yl-1(1,2,4-triazolyl)methyl]benzonitrile

Ausbeute 99.1%

Lösungsmittel

tetrahydrofuran

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturheated to 25°
2. 2
   Extraktionthe mixture is extracted twice with ethyl acetate
3. 3
   Waschenwashed neutral with water
4. 4
   Trocknendried over sodium sulfate
5. 5
   Einengenconcentrated to dryness under vacuum

Vorschrift

5 g of 4-[1-(1,2,4-triazolyl)methyl]benzonitrile is dissolved in 100 ml of tetrahydrofuran and combined at -50° with 19.8 ml of 1.5-molar solution of lithium diisopropylamide in tetrahydrofuran, stirred for 0.5 hour, further stirred with 4.25 g of adamantanone for 1 hour at -70°, and heated to 25°. Then water is added, the mixture is extracted twice with ethyl acetate, washed neutral with water, dried over sodium sulfate, and concentrated to dryness under vacuum, yielding 9 g of crude 4-(2-hydroxyadamant-2-yl-1(1,2,4-triazolyl)methyl]benzonitrile.

Quelle